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Showing 288 of 1,000 sailings

Royal Caribbean · Allure of the SeasRound-trip

Bahamas 8 nights Sep 19 – Sep 27, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

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from $668

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Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Sep 19 – Sep 26, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,426

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 19 – Sep 26, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Jost Van Dyke Random Wind 'Paradise Day Sail' +2 more

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from $557

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 26 – Oct 3, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $606

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Celebrity · Celebrity BeyondRound-trip

Caribbean 7 nights Sep 27, 2026 from Miami, Florida

Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Jost Van Dyke Random Wind 'Paradise Day Sail'

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from $1,463

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Oct 3, 2026 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $617

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Oct 3 – Oct 10, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,148

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 3 – Oct 10, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $583

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Oct 4 – Oct 11, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

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from $1,134

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 10 – Oct 17, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $606

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Norwegian · Norwegian VivaRepositioning

Caribbean 17 nights Oct 14 – Oct 31, 2026 from Barcelona, Spain to Galveston, Texas

Barcelona, Spain · Alicante, Spain · … · Galveston, Texas9 ports

Barcelona, Spain · Alicante, Spain · Motril, Spain · Funchal, Madeira, Portugal · Philipsburg, St. Maarten · La Romana, Dominican Republic · Cabo Rojo, Dominican Republic · Falmouth, Jamaica · Galveston, Texas

★ Bucket-list Sagrada Familia Castillo de Santa Bárbara Alhambra & Nasrid Palaces Pico do Arieiro to Pico Ruivo +5 more

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from $1,149

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Oct 15 – Nov 5, 2026 from Miami, Florida

Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports

Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Adventure Antigua Gros Piton Summit Hike +7 more

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from $1,898

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Viking Ocean · Viking SeaRepositioning

Caribbean 20 nights Oct 16 – Nov 5, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico

Civitavecchia (Rome), Italy · Florence, Italy · … · San Juan, Puerto Rico13 ports

Civitavecchia (Rome), Italy · Florence, Italy · Monte Carlo, Monaco · Marseille, France · Sete, France · Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Vatican, Sistine Chapel & Colosseum in One Day Uffizi Gallery Casino de Monte-Carlo Calanques National Park Boat Cruise from the Old P… +6 more

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from $7,398

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Carnival · Carnival DreamRound-trip

Caribbean 14 nights Oct 17, 2026 from Galveston, Texas

Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports

Galveston, Texas · Key West, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas

★ Bucket-list Moody Gardens Dry Tortugas National Park Gibbs Cay Private Stingray Swim & Reef Snorkel Walk El Morro & Old San Juan's City Walls +5 more

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from $1,110

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 17 – Oct 24, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Jost Van Dyke Random Wind 'Paradise Day Sail' +2 more

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from $767

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Carnival · Carnival VeneziaRound-trip

Caribbean 14 nights Oct 18, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Grenada, Caribbean · Kingstown, St. Vincent (dock) · Bridgetown, Barbados · Philipsburg, St. Maarten · San Juan, Puerto Rico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Private Catamaran Sail & Snorkel at Honeymoon Beac…Adventure Antigua Mount Pelée & Saint-Pierre +4 more

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from $994

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Royal Caribbean · Vision of the SeasOne-way

Caribbean 10 nights Oct 22 – Nov 1, 2026 from Baltimore, Maryland to San Juan, Puerto Rico

Baltimore, Maryland · Grand Turk, Turks and Caicos · … · San Juan, Puerto Rico8 ports

Baltimore, Maryland · Grand Turk, Turks and Caicos · Philipsburg, St. Maarten · Roseau, Dominica · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list National Aquarium Gibbs Cay Private Stingray Swim & Reef Snorkel Random Wind 'Paradise Day Sail'Boiling Lake Hike +4 more

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from $1,212

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Viking Ocean · Viking SeaRepositioning

Caribbean 13 nights Oct 23 – Nov 5, 2026 from Barcelona, Spain to San Juan, Puerto Rico

Barcelona, Spain · Valencia, Spain · … · San Juan, Puerto Rico8 ports

Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Sagrada Familia Oceanografic Pico do Arieiro to Pico Ruivo Random Wind 'Paradise Day Sail' +1 more

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from $3,299

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Oct 24 – Oct 31, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,287

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 24 – Oct 31, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $579

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Celebrity · Celebrity BeyondRound-trip

Caribbean 7 nights Oct 25, 2026 from Miami, Florida

Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Jost Van Dyke Random Wind 'Paradise Day Sail'

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from $1,524

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 14 nights Oct 25, 2026 from Miami, Florida

Miami, Florida · Saint John/cruz Bay · … · Miami, Florida11 ports

Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay Beach Private Catamaran Sail & Snorkel Random Wind 'Paradise Day Sail' +5 more

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from $12,280

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Oct 25 – Nov 1, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

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from $1,234

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Oct 27 – Nov 17, 2026 from Miami, Florida

Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida13 ports

Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef Snorkel Private Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +7 more

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from $1,658

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Azamara · Azamara JourneyOne-way

Bermuda 9 nights Oct 29 – Nov 7, 2026 from New York, New York to San Juan, Puerto Rico

New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Manhattan Helicopter Tour Rising Son Catamaran Random Wind 'Paradise Day Sail'Norman Island +1 more

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from $3,719

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MSC Cruises · MSC OperaOne-way

Mediterranean 25 nights Oct 29 – Nov 23, 2026 from Civitavecchia (Rome), Italy to La Romana, Dominican Republic

Civitavecchia (Rome), Italy · Genoa, Italy · … · La Romana, Dominican Republic16 ports

Civitavecchia (Rome), Italy · Genoa, Italy · Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic

★ Bucket-list Vatican, Sistine Chapel & Colosseum in One Day Sail straight to Portofino from the cruise dock Climb the Leaning Tower of Pisa Calanques National Park Boat Cruise from the Old P… +10 more

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from $4,730

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MSC Cruises · MSC OperaRepositioning

Mediterranean 17 nights Oct 30 – Nov 16, 2026 from Genoa, Italy to La Romana, Dominican Republic

Genoa, Italy · Livorno (Florence/Pisa), Italy · … · La Romana, Dominican Republic9 ports

Genoa, Italy · Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic

★ Bucket-list Sail straight to Portofino from the cruise dock Climb the Leaning Tower of Pisa Calanques National Park Boat Cruise from the Old P…Sagrada Familia +5 more

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from $669

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Regent · Seven Seas SplendorOne-way

Caribbean 16 nights Oct 30 – Nov 15, 2026 from Montreal, Quebec to Miami, Florida

Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida14 ports

Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Willis Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Willis Island · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · San Juan, Puerto Rico · Willis Island · Miami, Florida

★ Bucket-list Notre-Dame Basilica Old Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis Island BridgeClimb Sydney +7 more

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from $16,099

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Oct 31, 2026 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $557

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Holland America · RotterdamRound-trip

Bahamas 21 nights Oct 31 – Nov 21, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Horseback Riding by Land & Sea Blue Hole & Secret Falls Stingray City Sandbar +9 more

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from $1,874

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Holland America · ZuiderdamRound-trip

Bahamas 21 nights Oct 31 – Nov 21, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida15 ports

Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Fort-de-France, Martinique · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Mount Pelée & Saint-Pierre +8 more

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from $1,749

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MSC Cruises · MSC OperaOne-way

Mediterranean 16 nights Oct 31 – Nov 16, 2026 from Livorno (Florence/Pisa), Italy to La Romana, Dominican Republic

Livorno (Florence/Pisa), Italy · Marseille, France · … · La Romana, Dominican Republic8 ports

Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic

★ Bucket-list Climb the Leaning Tower of Pisa Calanques National Park Boat Cruise from the Old P…Sagrada Familia Tangier Kasbah, Medina & American Legation Private… +4 more

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from $1,729

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Oct 31 – Nov 7, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $722

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Carnival · Carnival PrideRound-trip

Caribbean 14 nights Nov 1, 2026 from Baltimore, Maryland

Baltimore, Maryland · St. Thomas, U.S. Virgin Islands · … · Baltimore, Maryland8 ports

Baltimore, Maryland · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Amber Cove, Dominican Republic · Baltimore, Maryland

★ Bucket-list National Aquarium Private Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +3 more

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from $2,587

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MSC Cruises · MSC OperaRepositioning

Mediterranean 19 nights Nov 1 – Nov 20, 2026 from Marseille, France to Fort-de-France, Martinique

Marseille, France · Barcelona, Spain · … · Fort-de-France, Martinique10 ports

Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique

★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada Familia Tangier Kasbah, Medina & American Legation Private…Private Half-Day Island Adventure & Trunk Bay Beach +5 more

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from $1,459

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MSC Cruises · MSC PoesiaRound-trip

Caribbean 21 nights Nov 1 – Nov 22, 2026 from Miami, Florida

Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida15 ports

Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Blue Hole The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +9 more

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from $2,075

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Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Nov 1 – Nov 8, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,416

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 1 – Nov 8, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

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from $726

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Celebrity · Celebrity ConstellationRepositioning

Mediterranean 15 nights Nov 2 – Nov 17, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico

Civitavecchia (Rome), Italy · Valencia, Spain · … · San Juan, Puerto Rico7 ports

Civitavecchia (Rome), Italy · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Tangier, Morocco · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Vatican, Sistine Chapel & Colosseum in One Day Oceanografic The Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more

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from $746

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MSC Cruises · MSC OperaRepositioning

Mediterranean 14 nights Nov 2 – Nov 16, 2026 from Barcelona, Spain to La Romana, Dominican Republic

Barcelona, Spain · Tangier, Morocco · … · La Romana, Dominican Republic6 ports

Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic

★ Bucket-list Sagrada Familia Tangier Kasbah, Medina & American Legation Private…Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

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from $625

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Nov 5 – Nov 26, 2026 from Miami, Florida

Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports

Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Adventure Antigua Gros Piton Summit Hike +8 more

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from $1,618

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Nov 5 – Nov 15, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Cosol Tours +5 more

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from $5,399

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Royal Caribbean · Adventure of the SeasRound-trip

Caribbean 8 nights Nov 7 – Nov 15, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

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from $709

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Nov 7 – Nov 14, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,381

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 7 – Nov 14, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $684

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Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Nov 8 – Nov 15, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

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from $1,735

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 8 – Nov 15, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $549

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 9 – Nov 21, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $979

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Cunard · Queen Mary 2Round-trip

Northern Europe 25 nights Nov 10 – Dec 5, 2026 from Southampton, England

Southampton, England · New York, New York · … · Southampton, England8 ports

Southampton, England · New York, New York · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York · Southampton, England

★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour Private Catamaran Sail & Snorkel at Honeymoon Beac…Norman Island +2 more

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from $2,639

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Holland America · RotterdamRound-trip

Bahamas 21 nights Nov 10 – Dec 1, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +9 more

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from $1,784

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MSC Cruises · MSC PoesiaRound-trip

Caribbean 21 nights Nov 12 – Dec 3, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida15 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Island Tour Random Wind 'Paradise Day Sail' +9 more

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from $2,055

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Nov 13 – Nov 23, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,767

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Azamara · Azamara JourneyOne-way

Caribbean 7 nights Nov 14 – Nov 21, 2026 from Bridgetown, Barbados to San Juan, Puerto Rico

Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico8 ports

Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +4 more

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from $1,889

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MSC Cruises · MSC World EuropaRepositioning

Caribbean 21 nights Nov 14 – Dec 5, 2026 from Genoa, Italy to Fort-de-France, Martinique

Genoa, Italy · Civitavecchia (Rome), Italy · … · Fort-de-France, Martinique13 ports

Genoa, Italy · Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Marseille, France · Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique

★ Bucket-list Sail straight to Portofino from the cruise dock Vatican, Sistine Chapel & Colosseum in One Day Private Cinque Terre by Minivan & Ferryboat from L…Calanques National Park Boat Cruise from the Old P… +9 more

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from $1,261

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 14 – Nov 21, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +2 more

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from $479

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 7 nights Nov 15, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Road Bay, Anguilla · … · San Juan, Puerto Rico12 ports

San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Frederikstad, St. Croix · Ain Sokhna, Egypt · Puerto Plata, Dominican Republic · Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Island Hopping Private Half-Day Island Adventure & Trunk Bay Beach Private Pyramids of Giza, Sphinx & Grand Egyptian… +4 more

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from $10,200

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Nov 15 – Nov 29, 2026 from Miami, Florida

Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports

Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef Snorkel Shipwreck Snorkel Safari Swim With the Wild Exuma Pigs +4 more

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from $1,316

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MSC Cruises · MSC World EuropaRepositioning

Mediterranean 20 nights Nov 15 – Dec 5, 2026 from Civitavecchia (Rome), Italy to Fort-de-France, Martinique

Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · … · Fort-de-France, Martinique12 ports

Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Marseille, France · Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique

★ Bucket-list Vatican, Sistine Chapel & Colosseum in One Day Private Cinque Terre by Minivan & Ferryboat from L…Calanques National Park Boat Cruise from the Old P…Sagrada Familia +8 more

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from $1,130

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Swim with wild green sea turtles + two shipwrecks… +3 more

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from $859

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Nov 15 – Nov 22, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,418

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

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from $548

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Nov 15 – Nov 25, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Cosol Tours +5 more

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from $4,999

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Windstar · Star PrideRound-trip

Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Cruz Bay, St. John · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Cruz Bay, St. John · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Philipsburg, St. Maarten · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Trunk Bay Underwater Snorkel Trail & VI National P…Mt. Liamuiga Volcano Crater Hike Private Open-Top Mini Moke Island Tour of St. Barts +3 more

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from $6,153

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Cunard · Queen ElizabethRound-trip

Mexico 21 nights Nov 17 – Dec 8, 2026 from Miami, Florida

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida14 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +8 more

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from $2,518

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Cunard · Queen Mary 2One-way

Northern Europe 18 nights Nov 17 – Dec 5, 2026 from New York, New York to Southampton, England

New York, New York · St. Thomas, U.S. Virgin Islands · … · Southampton, England7 ports

New York, New York · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York · Southampton, England

★ Bucket-list Manhattan Helicopter Tour Private Catamaran Sail & Snorkel at Honeymoon Beac…Norman Island Mt. Liamuiga Volcano Crater Hike +2 more

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from $1,698

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MSC Cruises · MSC World EuropaRepositioning

Caribbean 19 nights Nov 17 – Dec 6, 2026 from Marseille, France to Pointe-a-Pitre, Guadeloupe

Marseille, France · Barcelona, Spain · … · Pointe-a-Pitre, Guadeloupe11 ports

Marseille, France · Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada Familia Fuerteventura Teide National Park +7 more

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from $1,274

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MSC Cruises · MSC World EuropaOne-way

Mediterranean 17 nights Nov 18 – Dec 5, 2026 from Barcelona, Spain to Fort-de-France, Martinique

Barcelona, Spain · Puerto del Rosario, Spain · … · Fort-de-France, Martinique9 ports

Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique

★ Bucket-list Sagrada Familia Fuerteventura Teide National Park Random Wind 'Paradise Day Sail' +5 more

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from $985

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Nov 19 – Dec 3, 2026 from Bridgetown, Barbados

Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island +5 more

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from $1,515

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Holland America · Nieuw AmsterdamRound-trip

Bahamas 21 nights Nov 20 – Dec 11, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · … · Fort Lauderdale (Port Everglades), Florida13 ports

Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Scarborough, Tobago · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Key West, Florida · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Klein Bonaire Private Full-Day Curaçao Island Tour with Local Ex…Horseback Riding by Land & Sea +7 more

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from $2,024

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Nov 20 – Dec 4, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +5 more

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from $1,324

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Seabourn · Seabourn OvationOne-way

Caribbean 15 nights Nov 20 – Dec 5, 2026 from Miami, Florida to Philipsburg, St. Maarten

Miami, Florida · San Juan, Puerto Rico · … · Philipsburg, St. Maarten13 ports

Miami, Florida · San Juan, Puerto Rico · Great Harbor, Peter Island, BVI · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Saint Vincent · Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Private Full-Day Sail to The Baths, Virgin Gorda Mt. Liamuiga Volcano Crater Hike +8 more

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from $6,559

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Azamara · Azamara JourneyRound-trip

Caribbean 14 nights Nov 21 – Dec 5, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · San Juan, Puerto Rico15 ports

San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Gustavia, St. Barts · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls The Baths National Park Private Half-Day Island Adventure & Trunk Bay Beach Schotia Private Game Reserve +9 more

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from $5,762

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Holland America · RotterdamRound-trip

Bahamas 21 nights Nov 21 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Horseback Riding by Land & Sea Blue Hole & Secret Falls Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +9 more

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from $1,774

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MSC Cruises · MSC MeravigliaRound-trip

Caribbean 8 nights Nov 21 – Nov 29, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida6 ports

Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Island Tour Private Full-Day Boat Charter +1 more

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from $578

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Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Nov 21 – Nov 28, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,761

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 21 – Nov 28, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $836

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Celebrity · Celebrity BeyondRound-trip

Caribbean 7 nights Nov 22, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show The full 27 jumps at the Damajagua Waterfalls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,325

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Explora Journeys · EXPLORA IIIOne-way

Caribbean 7 nights Nov 22, 2026 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Saint John/cruz Bay · … · San Juan, Puerto Rico6 ports

Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay Beach Private Catamaran Sail & Snorkel Random Wind 'Paradise Day Sail' +1 more

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from $4,200

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Holland America · VolendamOne-way

Caribbean 30 nights Nov 22 – Dec 22, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida

New York, New York · Fort Lauderdale (Port Everglades), Florida · … · Fort Lauderdale (Port Everglades), Florida17 ports

New York, New York · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Crossing The Amazon River Bar, Brazil · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Crossing The Equator · Belem, Brazil · Devils Island, French Guiana · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Manhattan Helicopter Tour Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +7 more

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from $4,414

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +3 more

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from $919

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Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Nov 22 – Nov 29, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

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from $1,152

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

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from $856

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MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Nov 23 – Nov 30, 2026 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Humpback Whale Watching in Samaná Bay The Baths National Park Random Wind 'Paradise Day Sail' +1 more

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from $682

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Oceania · Oceania InsigniaRound-trip

Bahamas 25 nights Nov 24 – Dec 19, 2026 from Miami, Florida

Miami, Florida · Tortola, B.V.I. · … · Miami, Florida18 ports

Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +11 more

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from $16,949

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Holland America · VolendamRound-trip

Caribbean 27 nights Nov 25 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Crossing The Amazon River Bar, Brazil · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Crossing The Equator · Belem, Brazil · Devils Island, French Guiana · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Swim with wild green sea turtles + two shipwrecks… +6 more

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from $3,599

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Oceania · Oceania VistaRound-trip

Caribbean 12 nights Nov 25 – Dec 7, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Open-Top Mini Moke Island Tour of St. Barts +4 more

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from $4,025

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Nov 25 – Dec 5, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Cosol Tours +5 more

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from $4,999

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Nov 26 – Dec 17, 2026 from Miami, Florida

Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports

Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Adventure Antigua Gros Piton Summit Hike +8 more

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from $1,665

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Azamara · Azamara JourneyRound-trip

Caribbean 14 nights Nov 28 – Dec 12, 2026 from Bridgetown, Barbados

Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados15 ports

Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Gustavia, St. Barts · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +9 more

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from $5,719

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Nov 28, 2026 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $537

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Norwegian · Norwegian GemRound-trip

Caribbean 12 nights Nov 28 – Dec 10, 2026 from Tampa, Florida

Tampa, Florida · San Juan, Puerto Rico · … · Tampa, Florida9 ports

Tampa, Florida · San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike +4 more

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from $909

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Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Nov 28, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

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from $772

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Nov 28 – Dec 5, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $531

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Seabourn · Seabourn OvationRound-trip

Caribbean 14 nights Nov 28 – Dec 12, 2026 from Bridgetown, Barbados

Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Full-Day Private Catamaran Sail to Soufrière & the…Soufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +7 more

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from $6,479

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Carnival · Carnival VeneziaRound-trip

Caribbean 14 nights Nov 29, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · Dominica, Caribbean · Bridgetown, Barbados · Grenada, Caribbean · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Private Catamaran Sail & Snorkel at Honeymoon Beac…Adventure Antigua Boiling Lake & Valley of Desolation +5 more

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from $671

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Celebrity · Celebrity BeyondRound-trip

Caribbean 7 nights Nov 29, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show The full 27 jumps at the Damajagua Waterfalls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,153

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Holland America · Nieuw AmsterdamRound-trip

Bahamas 21 nights Nov 29 – Dec 20, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida15 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Scarborough, Tobago · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Key West, Florida · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Swim with wild green sea turtles + two shipwrecks… +8 more

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from $2,059

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 29 – Dec 11, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $879

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +3 more

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from $899

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Regent · Seven Seas GrandeurRound-trip

Bahamas 10 nights Nov 29 – Dec 9, 2026 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida10 ports

Miami, Florida · Willis Island · San Juan, Puerto Rico · Gustavia, St. Barts · Philipsburg, St. Maarten · Frederikstad, St. Croix · La Romana, Dominican Republic · Willis Island · Nassau, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Walk El Morro & Old San Juan's City Walls Private Open-Top Mini Moke Island Tour of St. Barts +3 more

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from $6,949

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Nov 29 – Dec 6, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,752

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $542

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Windstar · Star PrideRound-trip

Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Cruz Bay, St. John · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Cruz Bay, St. John · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Trunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts Mt. Liamuiga Volcano Crater Hike +3 more

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from $3,913

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Holland America · RotterdamRound-trip

Bahamas 21 nights Dec 1 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +9 more

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from $1,829

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 13 nights Dec 2 – Dec 15, 2026 from Bridgetown, Barbados

Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados12 ports

Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi Tour Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga… +5 more

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from $1,758

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Oceania · Oceania AlluraRound-trip

Caribbean 10 nights Dec 2 – Dec 12, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida7 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · Frederikstad, St. Croix · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Open-Top Mini Moke Island Tour of St. Barts Random Wind 'Paradise Day Sail' +1 more

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from $4,680

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Dec 3 – Dec 17, 2026 from Bridgetown, Barbados

Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island +4 more

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from $1,435

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Dec 4 – Dec 14, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $2,103

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Costa · Costa FascinosaOne-way

Caribbean 16 nights Dec 4 – Dec 20, 2026 from Marseille, France to La Romana, Dominican Republic

Marseille, France · Savona (Genoa), Italy · … · La Romana, Dominican Republic8 ports

Marseille, France · Savona (Genoa), Italy · Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic

★ Bucket-list Calanques National Park Boat Cruise from the Old P…Portofino & San Fruttuoso Abbey by the local ferry Sagrada Familia Granada & the Alhambra +4 more

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from $1,467

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Dec 4 – Dec 18, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +4 more

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from $1,534

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $770

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Costa · Costa FascinosaOne-way

Mediterranean 22 nights Dec 5 – Dec 27, 2026 from Savona (Genoa), Italy to La Romana, Dominican Republic

Savona (Genoa), Italy · Barcelona, Spain · … · La Romana, Dominican Republic14 ports

Savona (Genoa), Italy · Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic

★ Bucket-list Portofino & San Fruttuoso Abbey by the local ferry Sagrada Familia Granada & the Alhambra Roque Nublo & Tejeda +7 more

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from $1,993

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

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from $846

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Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Dec 5 – Dec 12, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

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from $936

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Dec 5 – Dec 12, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,339

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $519

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Seabourn · Seabourn OvationOne-way

Caribbean 14 nights Dec 5 – Dec 19, 2026 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados13 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'The Baths of Virgin Gorda Mt. Liamuiga Volcano Crater Hike La Savane des Esclaves +7 more

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from $6,319

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Dec 5 – Dec 15, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Cosol Tours +5 more

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from $5,599

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Costa · Costa FascinosaOne-way

Mediterranean 21 nights Dec 6 – Dec 27, 2026 from Barcelona, Spain to La Romana, Dominican Republic

Barcelona, Spain · Malaga, Spain · … · La Romana, Dominican Republic13 ports

Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · Caribbean Sea Darkest Spot · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic

★ Bucket-list Sagrada Familia Granada & the Alhambra Roque Nublo & Tejeda Death in Paradise Filming Locations & Botanical Ga… +6 more

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from $1,871

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail'Private Island Tour +2 more

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from $1,175

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Gros Piton Summit Hike Swim with wild green sea turtles + two shipwrecks… +3 more

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from $909

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Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

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from $957

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +2 more

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from $611

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MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Dec 7 – Dec 14, 2026 from La Romana, Dominican Republic

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day The Baths National Park Random Wind 'Paradise Day Sail'Private Island Tour +1 more

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from $588

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Royal Caribbean · Jewel of the SeasRound-trip

Caribbean 9 nights Dec 7 – Dec 16, 2026 from Tampa, Florida

Tampa, Florida · San Juan, Puerto Rico · … · Tampa, Florida6 ports

Tampa, Florida · San Juan, Puerto Rico · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Tampa, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter +1 more

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from $904

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Cunard · Queen ElizabethRound-trip

Caribbean 21 nights Dec 8 – Dec 29, 2026 from Miami, Florida

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida13 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +7 more

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from $1,912

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Viking Ocean · Viking SkyRepositioning

Mediterranean 13 nights Dec 9 – Dec 22, 2026 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida

Barcelona, Spain · Sail the Mediterranean Sea · … · Fort Lauderdale (Port Everglades), Florida8 ports

Barcelona, Spain · Sail the Mediterranean Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · Sail the Caribbean Sea · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Sagrada Familia Pico do Arieiro to Pico Ruivo Random Wind 'Paradise Day Sail'Everglades Airboat Skim + Gator Boys Live Show

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from $3,299

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Oceania · Oceania MarinaRound-trip

Caribbean 12 nights Dec 10 – Dec 22, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Open-Top Mini Moke Island Tour of St. Barts Private Half-Day Island Adventure & Trunk Bay Beach +4 more

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from $2,640

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Silversea · Silver ShadowOne-way

Caribbean 10 nights Dec 10 – Dec 20, 2026 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico9 ports

Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Iles des Saintes, Guadeloupe · Fort-de-France, Martinique · Little Bay, Montserrat, Leeward Islands · Jost Van Dyke, British Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Trunk Bay Underwater Snorkel Trail & VI National P…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +5 more

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from $3,850

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Holland America · Nieuw AmsterdamRound-trip

Bahamas 16 nights Dec 11 – Dec 27, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida12 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Key West, Florida · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Norman Island +5 more

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from $1,434

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 11 – Dec 23, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $969

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Regent · Seven Seas SplendorRound-trip

Caribbean 17 nights Dec 11 – Dec 28, 2026 from Galveston, Texas

Galveston, Texas · Willis Island · … · Galveston, Texas15 ports

Galveston, Texas · Willis Island · Montego Bay, Jamaica · Ocho Rios, Jamaica · Willis Island · Punta Cana, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Gustavia, St. Barts · St. John's, Antigua · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Galveston, Texas

★ Bucket-list Moody Gardens Zodiac Circumnavigation of Willis Island Martha Brae River Bamboo Rafting Blue Hole +7 more

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from $12,699

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Azamara · Azamara JourneyOne-way

Caribbean 6 nights Dec 12 – Dec 18, 2026 from Bridgetown, Barbados to San Juan, Puerto Rico

Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico7 ports

Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +3 more

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from $2,024

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Cunard · Queen Mary 2Repositioning

Northern Europe 21 nights Dec 12 – Jan 2, 2027 from Southampton, England to New York, New York

Southampton, England · New York, New York · … · New York, New York9 ports

Southampton, England · New York, New York · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · New York, New York

★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour Norman Island Random Wind 'Paradise Day Sail' +4 more

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from $16,689

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Holland America · RotterdamRound-trip

Bahamas 21 nights Dec 12 – Jan 2, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Horseback Riding by Land & Sea Blue Hole & Secret Falls Stingray City Sandbar +9 more

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from $2,729

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Oceania · Oceania AlluraRound-trip

Caribbean 9 nights Dec 12 – Dec 21, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida6 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Open-Top Mini Moke Island Tour of St. Barts +1 more

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from $3,290

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 12 – Dec 19, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $666

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Explora Journeys · EXPLORA IOne-way

Caribbean 7 nights Dec 13, 2026 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Saint John/cruz Bay · … · San Juan, Puerto Rico6 ports

Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay Beach Private Catamaran Sail & Snorkel Random Wind 'Paradise Day Sail' +1 more

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from $3,635

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 15 nights Dec 13, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Road Bay, Anguilla · … · San Juan, Puerto Rico12 ports

San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Grand Turk, Turks and Caicos · Miami, Florida · Ocho Rios, Jamaica · Ain Sokhna, Egypt · Jost Van Dyke, British Virgin Islands · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Island Hopping Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +7 more

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from $12,600

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Dec 13 – Dec 27, 2026 from Miami, Florida

Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports

Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef Snorkel Shipwreck Snorkel Safari Swim With the Wild Exuma Pigs +4 more

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from $1,506

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +3 more

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from $899

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Dec 13 – Dec 20, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,499

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $621

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Windstar · Star PrideRound-trip

Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Cruz Bay, St. John · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Cruz Bay, St. John · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Trunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts Mt. Liamuiga Volcano Crater Hike +3 more

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from $3,983

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Dec 14 – Dec 24, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,372

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Dec 15 – Dec 29, 2026 from Bridgetown, Barbados

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados12 ports

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit Hike Grenada Private Taxi Tour Mount Pelée & Saint-Pierre +5 more

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from $1,958

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Costa · Costa FascinosaRound-trip

Caribbean 6 nights Dec 17 – Dec 23, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe6 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · Caribbean Sea Darkest Spot · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Saona Island Private Speedboat & Natural Pool Day Cosol Tours

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from $1,062

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Cunard · Queen ElizabethRepositioning

Mexico 33 nights Dec 17 – Jan 19, 2027 from Miami, Florida to Southampton, England

Miami, Florida · San Juan, Puerto Rico · … · Southampton, England16 ports

Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida · Praia da Vitoria, Portugal · Ponta Delgada, Azores, Portugal · Southampton, England

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Adventure Antigua Gros Piton Summit Hike +10 more

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from $4,269

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Dec 17 – Dec 31, 2026 from Bridgetown, Barbados

Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island +5 more

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from $2,135

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Dec 18, 2026 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $756

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Carnival · Carnival VistaRound-trip

Caribbean 8 nights Dec 18, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · San Juan, Puerto Rico · Celebration Key, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Private Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

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from $916

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Dec 18 – Jan 1, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Norman Island Saona Island Private Speedboat & Natural Pool Day +5 more

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from $2,918

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Cunard · Queen Mary 2Round-trip

Caribbean 14 nights Dec 19 – Jan 2, 2027 from New York, New York

New York, New York · Road Town, Tortola, B.V.I. · … · New York, New York8 ports

New York, New York · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · New York, New York

★ Bucket-list Manhattan Helicopter Tour Norman Island Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +3 more

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from $1,799

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MSC Cruises · MSC MeravigliaRound-trip

Caribbean 14 nights Dec 19 – Jan 2, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida10 ports

Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Island Tour Private Full-Day Boat Charter +4 more

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from $1,916

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $1,148

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Dec 19, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $2,246

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $846

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Dec 19 – Dec 26, 2026 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports

Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Soufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +3 more

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from $3,759

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Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Dec 20 – Dec 27, 2026 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

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from $1,146

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Explora Journeys · EXPLORA IIIOne-way

Caribbean 16 nights Dec 20, 2026 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Ocho Rios, Jamaica · … · San Juan, Puerto Rico7 ports

Miami, Florida · Ocho Rios, Jamaica · Ain Sokhna, Egypt · Jost Van Dyke, British Virgin Islands · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Blue Hole Private Pyramids of Giza, Sphinx & Grand Egyptian…Private Catamaran Charter +3 more

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from $5,285

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Dec 20 – Dec 27, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Private Island Tour +2 more

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from $1,369

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 21 – Dec 28, 2026 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Martinique Bay · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic

★ Bucket-list Zona Colonial Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail' +2 more

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from $795

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MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Dec 21 – Dec 28, 2026 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Humpback Whale Watching in Samaná Bay The Baths National Park Private Island Tour +1 more

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from $695

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Regent · Seven Seas MarinerOne-way

Caribbean 14 nights Dec 21 – Jan 4, 2027 from Tampa, Florida to Miami, Florida

Tampa, Florida · Willis Island · … · Miami, Florida14 ports

Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Zodiac Circumnavigation of Willis Island Stingray City Sandbar Blue Hole +7 more

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from $10,699

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Holland America · RotterdamRound-trip

Bahamas 11 nights Dec 22 – Jan 2, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida9 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +4 more

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from $2,049

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Norwegian · Norwegian GetawayRound-trip

Caribbean 9 nights Dec 22 – Dec 31, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida8 ports

Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +3 more

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from $1,169

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Oceania · Oceania MarinaRound-trip

Caribbean 14 nights Dec 22 – Jan 5, 2027 from Miami, Florida

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Aruba +5 more

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from $4,699

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 23 – Dec 30, 2026 from Fort-de-France, Martinique

Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports

Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +2 more

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from $1,195

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 23 – Jan 4, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,899

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Norwegian · Norwegian JewelRound-trip

Bahamas 12 nights Dec 23 – Jan 4, 2027 from Miami, Florida

Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida10 ports

Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Philipsburg, St. Maarten · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Silver Cove Private Villa Bahía de las Águilas Aruba +5 more

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from $2,099

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Norwegian · Norwegian PearlRound-trip

Caribbean 11 nights Dec 23 – Jan 3, 2027 from Philadelphia, Pennsylvania

Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania7 ports

Philadelphia, Pennsylvania · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania

★ Bucket-list Random Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke Walk El Morro & Old San Juan's City Walls +1 more

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from $1,339

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Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Dec 23, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

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from $1,654

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Dec 24 – Jan 4, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $2,383

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 24 – Dec 31, 2026 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Norman Island +2 more

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from $1,193

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Royal Caribbean · Utopia of the SeasRound-trip

Bahamas 7 nights Dec 24, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $2,801

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Dec 26, 2026 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $1,137

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $1,117

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $1,256

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Dec 26 – Jan 2, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'The Baths of Virgin Gorda Mt. Liamuiga Volcano Crater Hike La Savane des Esclaves +3 more

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from $4,639

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Windstar · Wind SurfRound-trip

Asia 7 nights Dec 26 – Jan 2, 2027 from Philipsburg, St. Maarten

Philipsburg, St. Maarten · Gustavia, St. Barts · … · Philipsburg, St. Maarten8 ports

Philipsburg, St. Maarten · Gustavia, St. Barts · Jeju Island South Korea · Roseau, Dominica · Mayreau, Grenadines · Les Saintes, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten

★ Bucket-list Random Wind 'Paradise Day Sail'Private Open-Top Mini Moke Island Tour of St. Barts Seongsan Ilchulbong Boiling Lake Hike +3 more

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from $3,377

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Dec 27 – Jan 10, 2027 from Miami, Florida

Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports

Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef Snorkel Shipwreck Snorkel Safari Swim With the Wild Exuma Pigs +4 more

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from $1,516

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +3 more

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from $2,049

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Dec 27, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $3,086

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $1,487

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Windstar · Star PrideRound-trip

Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Cruz Bay, St. John · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Cruz Bay, St. John · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Trunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts Mt. Liamuiga Volcano Crater Hike +3 more

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from $3,563

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Azamara · Azamara JourneyOne-way

Caribbean 17 nights Dec 28 – Jan 14, 2027 from Bridgetown, Barbados to Miami, Florida

Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida14 ports

Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Charlestown, Nevis, St. Kitts and Nevis · Frederikstad, St. Croix · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Aruba Private Full-Day Curaçao Island Tour with Local Ex…Cosol Tours +9 more

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from $5,899

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Dec 28 – Jan 4, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Fort-de-France, Martinique · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic

★ Bucket-list Zona Colonial Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Cosol Tours +2 more

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from $1,401

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Oceania · Oceania AlluraRound-trip

Caribbean 10 nights Dec 28 – Jan 7, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida7 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Open-Top Mini Moke Island Tour of St. Barts +2 more

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from $6,499

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Royal Caribbean · Oasis of the SeasRound-trip

Bahamas 7 nights Dec 28, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,665

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Dec 29 – Jan 12, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados14 ports

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Castries, St. Lucia · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit Hike Grenada Private Taxi Tour Cosol Tours +6 more

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from $2,310

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Costa · Costa FavolosaRound-trip

Caribbean 8 nights Dec 30 – Jan 7, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique10 ports

Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Cosol Tours Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,441

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Costa · Costa FavolosaRound-trip

Caribbean 8 nights Dec 31 – Jan 8, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · … · Pointe-a-Pitre, Guadeloupe10 ports

Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Cosol Tours Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail' +3 more

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from $1,437

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Dec 31 – Jan 14, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach Norman Island +5 more

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from $2,428

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Jan 1 – Jan 15, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports

Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach Norman Island Saona Island Private Speedboat & Natural Pool Day +5 more

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from $1,544

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Holland America · RotterdamRound-trip

Bahamas 21 nights Jan 2 – Jan 23, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Belize City, Belize · Cozumel, Mexico · Key West, Florida · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Horseback Riding by Land & Sea Blue Hole & Secret Falls Stingray City Sandbar +9 more

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from $2,354

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MSC Cruises · MSC MeravigliaRound-trip

Caribbean 14 nights Jan 2 – Jan 16, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida10 ports

Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Island Tour Private Full-Day Boat Charter +4 more

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from $1,151

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 2 – Jan 9, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $781

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jan 2 – Jan 9, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,160

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 2 – Jan 9, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $613

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Windstar · Wind SurfRound-trip

Caribbean 7 nights Jan 2 – Jan 9, 2027 from Philipsburg, St. Maarten

Philipsburg, St. Maarten · Falmouth Harbour, Antigua · … · Philipsburg, St. Maarten8 ports

Philipsburg, St. Maarten · Falmouth Harbour, Antigua · Road Bay, Anguilla · Sopers Hole, British Virgin Islands · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten

★ Bucket-list Random Wind 'Paradise Day Sail'Antigua Stingray City Private Island Hopping The Baths of Virgin Gorda +3 more

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from $2,798

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 3 – Jan 10, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Private Island Tour +2 more

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from $1,125

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Royal Caribbean · Allure of the SeasRound-trip

Caribbean 7 nights Jan 3 – Jan 10, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

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from $883

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Royal Caribbean · Odyssey of the SeasRound-trip

Caribbean 11 nights Jan 3 – Jan 14, 2027 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · … · Cape Liberty (Bayonne), New Jersey6 ports

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $1,398

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Jan 4 – Jan 15, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $1,691

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Explora Journeys · EXPLORA IOne-way

Caribbean 7 nights Jan 4, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · Miami, Florida12 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · St. John's, Antigua · Little Bay, Montserrat, Leeward Islands · Road Town, Tortola, B.V.I. · Miami, Florida · Puerto Plata, Dominican Republic · Nydri, Nisos Lefkada, Greece · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Soufrière Hills Volcano Exclusion Zone Helicopter… +6 more

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from $8,995

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MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jan 4 – Jan 11, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Humpback Whale Watching in Samaná Bay The Baths National Park Private Island Tour +1 more

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from $598

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Jan 4 – Jan 16, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,369

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Azamara · Azamara JourneyOne-way

Caribbean 9 nights Jan 5 – Jan 14, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Miami, Florida8 ports

San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls The Baths National Park Private Open-Top Mini Moke Island Tour of St. Barts Random Wind 'Paradise Day Sail' +4 more

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from $2,345

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MSC Cruises · MSC MagnificaOne-way

Mediterranean 132 nights Jan 5 – May 17, 2027 from Genoa, Italy to Warnemunde, Germany

Genoa, Italy · Marseille, France · … · Warnemunde, Germany52 ports

Genoa, Italy · Marseille, France · Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Mindelo, Cape Verde Island · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France · Tarragona, Spain · La Coruna, Spain · Bilbao, Spain · La Rochelle, France · Brest, France · Warnemunde, Germany

★ Bucket-list Sail straight to Portofino from the cruise dock Calanques National Park Boat Cruise from the Old P…Sagrada Familia Upper Rock Nature Reserve +46 more

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from $33,209

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Jan 5 – Jan 15, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +5 more

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from $6,399

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MSC Cruises · MSC MagnificaRound-trip

Hawaii 121 nights Jan 6 – May 7, 2027 from Marseille, France

Marseille, France · Barcelona, Spain · … · Marseille, France45 ports

Marseille, France · Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Mindelo, Cape Verde Island · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France

★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada Familia Upper Rock Nature Reserve Private Guided Tour of Casablanca with Hassan II M… +40 more

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from $76,149

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Norwegian · Norwegian EscapeRound-trip

Caribbean 9 nights Jan 6 – Jan 15, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida8 ports

Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +3 more

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from $1,209

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Jan 7 – Jan 14, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island +2 more

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from $1,035

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MSC Cruises · MSC MagnificaOne-way

Mediterranean 121 nights Jan 7 – May 8, 2027 from Barcelona, Spain to Tarragona, Spain

Barcelona, Spain · Gibraltar, British Territory · … · Tarragona, Spain45 ports

Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Mindelo, Cape Verde Island · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France · Tarragona, Spain

★ Bucket-list Sagrada Familia Upper Rock Nature Reserve Private Guided Tour of Casablanca with Hassan II M…Private Full-Day São Vicente Island Discovery Tour +41 more

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from $20,599

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Celebrity · Celebrity EclipseRound-trip

Caribbean 9 nights Jan 8 – Jan 17, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Philipsburg, St. Maarten · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike Mount Pelée & Saint-Pierre +1 more

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from $1,376

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 8 – Jan 15, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island Zona Colonial +2 more

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from $1,033

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Carnival · Carnival VistaRound-trip

Caribbean 8 nights Jan 9, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · San Juan, Puerto Rico · Celebration Key, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Private Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

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from $780

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 9 – Jan 16, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $914

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 9 – Jan 16, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Croix, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Buck Island Reef Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $525

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 9 – Jan 16, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports

Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Soufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +3 more

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from $3,759

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Windstar · Wind SurfRound-trip

Asia 7 nights Jan 9 – Jan 16, 2027 from Philipsburg, St. Maarten

Philipsburg, St. Maarten · Jeju Island South Korea · … · Philipsburg, St. Maarten8 ports

Philipsburg, St. Maarten · Jeju Island South Korea · Les Saintes, Guadeloupe · Mayreau, Grenadines · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Philipsburg, St. Maarten

★ Bucket-list Random Wind 'Paradise Day Sail'Seongsan Ilchulbong Sail Into the Bay of Les Saintes at Dawn Salt Whistle Bay +3 more

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from $3,727

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Carnival · Carnival VeneziaRound-trip

Caribbean 14 nights Jan 10, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida10 ports

Port Canaveral, Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Grenada, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Gibbs Cay Private Stingray Swim & Reef Snorkel Aruba Klein Curaçao Private Day Trip +5 more

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from $789

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Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter The full 27 jumps at the Damajagua Waterfalls

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from $968

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Jan 10 – Jan 24, 2027 from Miami, Florida

Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports

Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef Snorkel Shipwreck Snorkel Safari Swim With the Wild Exuma Pigs +4 more

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from $1,176

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +3 more

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from $1,219

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Regent · Seven Seas PrestigeRound-trip

Caribbean 10 nights Jan 10 – Jan 20, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida7 ports

Miami, Florida · Philipsburg, St. Maarten · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $10,949

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jan 10 – Jan 17, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,459

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $543

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Windstar · Star PrideRound-trip

Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Cruz Bay, St. John · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Cruz Bay, St. John · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Philipsburg, St. Maarten · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Trunk Bay Underwater Snorkel Trail & VI National P…Mt. Liamuiga Volcano Crater Hike Private Open-Top Mini Moke Island Tour of St. Barts +3 more

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from $4,928

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 11 – Jan 18, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic

★ Bucket-list Zona Colonial Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga… +2 more

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from $701

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Cunard · Queen Mary 2Round-trip

Mediterranean 34 nights Jan 11 – Feb 14, 2027 from Southampton, England

Southampton, England · Funchal, Madeira, Portugal · … · Southampton, England12 ports

Southampton, England · Funchal, Madeira, Portugal · Road Town, Tortola, B.V.I. · Bridgetown, Barbados · St. Lucia, Caribbean · Grenada, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Amber Cove, Dominican Republic · Philipsburg, St. Maarten · Santa Cruz de Tenerife, Canary Islands · Southampton, England

★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Pico do Arieiro to Pico Ruivo Norman Island Swim with wild green sea turtles + two shipwrecks… +7 more

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from $5,279

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Holland America · RotterdamRound-trip

Bahamas 21 nights Jan 12 – Feb 2, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +9 more

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from $2,489

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Jan 12 – Jan 26, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit Hike Grenada Private Taxi Tour Mount Pelée & Saint-Pierre +6 more

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from $2,065

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 16 nights Jan 13, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · Philipsburg, St. Maarten · Terre-de-haut, Guadeloupe · St. Georges, Grenada, West Indies · Castries, St. Lucia · Puerto Plata, Dominican Republic · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Bay, Anguilla · Saint-Pierre, France · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel Grenada Private Taxi Tour +7 more

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from $11,880

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Azamara · Azamara JourneyOne-way

Caribbean 11 nights Jan 14 – Jan 25, 2027 from Miami, Florida to Bridgetown, Barbados

Miami, Florida · Saint John, New Brunswick · … · Bridgetown, Barbados10 ports

Miami, Florida · Saint John, New Brunswick · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Reversing Falls & Fundy Tidal Bore Private Full-Day Boat Charter Random Wind 'Paradise Day Sail' +5 more

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from $6,959

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Jan 14 – Jan 28, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Virgin Gorda, British Virgin Islands · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach The Baths National Park +4 more

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from $1,825

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Royal Caribbean · Odyssey of the SeasRound-trip

Caribbean 11 nights Jan 14 – Jan 25, 2027 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · … · Cape Liberty (Bayonne), New Jersey6 ports

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Random Wind 'Paradise Day Sail'Cosol Tours Swim with wild green sea turtles + two shipwrecks… +1 more

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from $1,470

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Jan 15 – Jan 25, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $8,868

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Jan 15 – Jan 29, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports

Fort-de-France, Martinique · St. John's, Antigua · Virgin Gorda, British Virgin Islands · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach The Baths National Park Saona Island Private Speedboat & Natural Pool Day +4 more

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from $1,584

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Jan 15 – Jan 25, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Cosol Tours +5 more

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from $6,099

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Carnival · Carnival DreamRound-trip

Caribbean 14 nights Jan 16, 2027 from Galveston, Texas

Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports

Galveston, Texas · Key West, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas

★ Bucket-list Moody Gardens Dry Tortugas National Park Gibbs Cay Private Stingray Swim & Reef Snorkel Walk El Morro & Old San Juan's City Walls +5 more

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from $992

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Jan 16 – Jan 30, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida10 ports

Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida · Nassau, Bahamas · Ocean Cay, Bahamas · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Private Full-Day Boat Charter +3 more

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from $1,056

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 16 – Jan 23, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $819

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Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 7 nights Jan 16 – Jan 23, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

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from $922

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jan 16 – Jan 23, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,206

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 16 – Jan 23, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $506

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 16 – Jan 23, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'The Baths of Virgin Gorda Mt. Liamuiga Volcano Crater Hike La Savane des Esclaves +3 more

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from $5,099

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Windstar · Wind SurfRound-trip

Caribbean 7 nights Jan 16 – Jan 23, 2027 from Philipsburg, St. Maarten

Philipsburg, St. Maarten · Road Bay, Anguilla · … · Philipsburg, St. Maarten9 ports

Philipsburg, St. Maarten · Road Bay, Anguilla · Jost Van Dyke, British Virgin Islands · Sopers Hole, British Virgin Islands · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Falmouth Harbour, Antigua · Philipsburg, St. Maarten

★ Bucket-list Random Wind 'Paradise Day Sail'Private Island Hopping Private Catamaran Charter The Baths of Virgin Gorda +3 more

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from $3,638

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 17 – Jan 24, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Private Island Tour +2 more

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from $886

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 18 – Jan 25, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic

★ Bucket-list Zona Colonial Adventure Antigua Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga… +2 more

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from $625

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MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Jan 18 – Jan 25, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Samana, Dominican Republic · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day Humpback Whale Watching in Samaná Bay The Baths National Park Private Island Tour +1 more

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from $619

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Explora Journeys · EXPLORA IOne-way

Mediterranean 16 nights Jan 20, 2027 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Ocho Rios, Jamaica · … · San Juan, Puerto Rico12 ports

Miami, Florida · Ocho Rios, Jamaica · Santo Tomas, Spain · Roatan, Honduras · Belize City, Belize · Key West, Florida · Miami, Florida · Puerto Plata, Dominican Republic · Philipsburg, St. Maarten · Terre-de-haut, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Blue Hole Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno… +6 more

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from $8,885

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 21 – Jan 28, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports

Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail' +2 more

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from $1,019

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 8 nights Jan 21, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida12 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Bay, Anguilla · Saint-Pierre, France · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Providenciales, Turks & Caicos · Key West, Florida · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Island Hopping Île aux Marins +7 more

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from $10,840

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Jan 22 – Jan 29, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Roseau, Dominica · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Zona Colonial +2 more

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from $1,015

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Carnival · Carnival MagicRound-trip

Bahamas 8 nights Jan 23, 2027 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $483

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $796

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Holland America · RotterdamRound-trip

Bahamas 21 nights Jan 23 – Feb 13, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Horseback Riding by Land & Sea Blue Hole & Secret Falls Stingray City Sandbar +9 more

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from $2,309

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $502

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 23 – Jan 30, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports

Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Soufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +3 more

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from $5,184

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Jan 24 – Feb 7, 2027 from Miami, Florida

Miami, Florida · Nassau, Bahamas · … · Miami, Florida10 ports

Miami, Florida · Nassau, Bahamas · Ocean Cay, Bahamas · Puerto Plata, Dominican Republic · Miami, Florida · Nassau, Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Shipwreck Snorkel Safari The full 27 jumps at the Damajagua Waterfalls +3 more

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from $1,056

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Norwegian · Norwegian PrimaRound-trip

Caribbean 7 nights Jan 24 – Jan 31, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +3 more

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from $1,169

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Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Jan 24 – Jan 31, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Daredevil's Peak Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'

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from $1,151

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 7 nights Jan 24 – Jan 31, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +2 more

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from $514

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Viking Ocean · Viking MarsRepositioning

Mediterranean 13 nights Jan 24 – Feb 6, 2027 from Fort Lauderdale (Port Everglades), Florida to Barcelona, Spain

Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · … · Barcelona, Spain8 ports

Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · Philipsburg, St. Maarten · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Sail the Mediterranean Sea · Barcelona, Spain

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Pico do Arieiro to Pico Ruivo Sagrada Familia

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from $3,299

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Jan 25 – Feb 5, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $10,255

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Royal Caribbean · Odyssey of the SeasRound-trip

Caribbean 12 nights Jan 25 – Feb 6, 2027 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Labadee (Labadie), Haiti · … · Cape Liberty (Bayonne), New Jersey8 ports

Cape Liberty (Bayonne), New Jersey · Labadee (Labadie), Haiti · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Philipsburg, St. Maarten · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Dragon's Breath Flight Line The full 27 jumps at the Damajagua Waterfalls Private Full-Day Boat Charter +3 more

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from $1,737

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Viking Ocean · Viking SeaRound-trip

Caribbean 10 nights Jan 25 – Feb 4, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Cosol Tours +5 more

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from $6,899

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MSC Cruises · MSC MagnificaRepositioning

Northern Europe 99 nights Jan 26 – May 5, 2027 from Buenos Aires, Argentina to Civitavecchia (Rome), Italy

Buenos Aires, Argentina · Puerto Madryn, Argentina · … · Civitavecchia (Rome), Italy37 ports

Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · Panama Canal (transit) Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy

★ Bucket-list El Teatro Colón Private Full-Day Península Valdés Bertha's Beach Private 4×4 Gentoo Penguin Expedition Isla Martillo +33 more

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from $14,299

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Jan 26 – Feb 9, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit Hike Grenada Private Taxi Tour Mount Pelée & Saint-Pierre +6 more

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from $2,223

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Oceania · Oceania AlluraRound-trip

Caribbean 9 nights Jan 27 – Feb 5, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida6 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more

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from $5,699

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Jan 28 – Feb 11, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach Norman Island +4 more

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from $1,565

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Explora Journeys · EXPLORA IOne-way

Caribbean 7 nights Jan 29, 2027 from Miami, Florida to Manaus, Brazil

Miami, Florida · Puerto Plata, Dominican Republic · … · Manaus, Brazil14 ports

Miami, Florida · Puerto Plata, Dominican Republic · Philipsburg, St. Maarten · Terre-de-haut, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Gustavia, St. Barts · Saint-Pierre, France · Bridgetown, Barbados · Port of Spain, Trinidad · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Random Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel +9 more

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from $11,625

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Explora Journeys · EXPLORA IIIRound-trip

Caribbean 14 nights Jan 29, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico11 ports

San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Providenciales, Turks & Caicos · Key West, Florida · Miami, Florida · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Saint John/cruz Bay · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Norman Island Private Half-Day Island Adventure & Trunk Bay Beach Iguana Island & Reef +5 more

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from $10,800

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Jan 29 – Feb 12, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports

Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Private Half-Day Island Adventure & Trunk Bay Beach Norman Island Saona Island Private Speedboat & Natural Pool Day +4 more

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from $1,784

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MSC Cruises · MSC MeravigliaRound-trip

Caribbean 14 nights Jan 30 – Feb 13, 2027 from Miami, Florida

Miami, Florida · Nassau, Bahamas · … · Miami, Florida10 ports

Miami, Florida · Nassau, Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +3 more

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from $1,106

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 30 – Feb 6, 2027 from Fort-de-France, Martinique

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports

Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $872

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jan 30 – Feb 6, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter Daredevil's Peak

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from $1,228

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jan 30 – Feb 6, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Buck Island Reef +2 more

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from $508

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 30 – Feb 6, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'The Baths of Virgin Gorda Mt. Liamuiga Volcano Crater Hike La Savane des Esclaves +3 more

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from $4,525

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Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Jan 31 – Feb 7, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Jost Van Dyke The full 27 jumps at the Damajagua Waterfalls

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from $919

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 7 nights Jan 31 – Feb 7, 2027 from Pointe-a-Pitre, Guadeloupe

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports

Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Private Island Tour +2 more

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from $1,156

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Costa · Costa FavolosaRound-trip

Caribbean 7 nights Feb 1 – Feb 8, 2027 from Santo Domingo, Dominican Republic

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports

Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic

★ Bucket-list Zona Colonial Adventure Antigua Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga… +2 more

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from $803

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MSC Cruises · MSC OperaRound-trip

Caribbean 7 nights Feb 1 – Feb 8, 2027 from La Romana, Dominican Republic

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports

La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic

★ Bucket-list Saona Island Private Speedboat & Natural Pool Day The Baths National Park Random Wind 'Paradise Day Sail'Private Island Tour +1 more

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from $611

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Feb 1 – Feb 13, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac… +3 more

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from $1,569

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Carnival · Carnival FirenzeRepositioning

Caribbean 16 nights Feb 2, 2027 from Buenos Aires, Argentina to Miami, Florida

Buenos Aires, Argentina · Rio de Janeiro, Brazil · … · Miami, Florida8 ports

Buenos Aires, Argentina · Rio de Janeiro, Brazil · Maceio, Brazil (dock) · Crossing The Equator (dock) · Grenada, Caribbean · Fort-de-France, Martinique · Philipsburg, St. Maarten · Miami, Florida

★ Bucket-list El Teatro Colón Private Full-Day Rio Highlights Praia do Gunga Private Certified Island Tour +3 more

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from $1,756

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Holland America · RotterdamRound-trip

Bahamas 21 nights Feb 2 – Feb 23, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +10 more

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from $2,519

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Feb 4 – Feb 11, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail' +2 more

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from $1,037

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