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Showing 72 of 139 sailings

Cunard · Queen ElizabethRepositioning

Mexico 33 nights Sep 24 – Oct 27, 2026 from Seattle, Washington to Miami, Florida

Seattle, Washington · Los Angeles, California · … · Miami, Florida16 ports

Seattle, Washington · Los Angeles, California · Cabo San Lucas, Mexico · Puerto Quetzal, Guatemala · Fuerte Amador, Panama · Panama Canal, Panama · Willemstad, Curacao · 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 Space Needle & Chihuly Garden of Glass Warner Bros. Studio Tour Hollywood El Arco & Lover's Beach Private Full-Day Curaçao Island Tour with Local Ex… +8 more

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from $2,499

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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 $1,922

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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 $1,932

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Oceania · Oceania VistaRepositioning

Caribbean 14 nights Oct 28 – Nov 11, 2026 from New York, New York to Miami, Florida

New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida10 ports

New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida

★ Bucket-list Manhattan Helicopter Tour Private Full-Day Boat Charter Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach +6 more

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from $3,412

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MSC Cruises · MSC OperaRepositioning

Mediterranean 18 nights Oct 29 – Nov 16, 2026 from Civitavecchia (Rome), Italy to La Romana, Dominican Republic

Civitavecchia (Rome), Italy · Genoa, Italy · … · La Romana, Dominican Republic10 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

★ 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… +6 more

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from $1,016

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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 $1,246

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Regent · Seven Seas SplendorOne-way

Australia & South Pacific 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 Old Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis Island BridgeClimb Sydney Peggy's Cove & Lunenburg +6 more

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from $11,950

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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 +7 more

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from $1,679

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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 +6 more

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from $1,554

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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 +8 more

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from $2,225

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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 $961

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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 $1,945

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Azamara · Azamara JourneyRound-trip

Caribbean 14 nights Nov 14 – Nov 28, 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 · Road Town, Tortola, B.V.I. · 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 +8 more

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from $4,856

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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 +5 more

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from $7,649

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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 $1,680

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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… +7 more

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from $1,929

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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 $1,941

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Costa · Costa FascinosaRepositioning

Mediterranean 23 nights Dec 4 – Dec 27, 2026 from Marseille, France to La Romana, Dominican Republic

Marseille, France · Savona (Genoa), Italy · … · La Romana, Dominican Republic16 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 · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · 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 +8 more

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from $2,110

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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 $1,574

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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 +5 more

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from $10,299

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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 $2,459

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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 $2,290

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Viking Ocean · Viking SeaRound-trip

Caribbean 21 nights Dec 15 – Jan 5, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Sail the Caribbean Sea · … · San Juan, Puerto Rico18 ports

San Juan, Puerto Rico · Sail the Caribbean Sea · Bridgetown, Barbados · Sail the Caribbean Sea · Iles du Salut, Guiana · Sail the Atlantic Ocean · Sail The Amazon River · Santarem, Brazil · Parintins, Brazil · Manaus, Brazil · Sail the Amazon River · Belem, Brazil · Sail the Atlantic Ocean · Scarborough, Tobago · Castries, St. Lucia · St. John's, Antigua · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Swim with wild green sea turtles + two shipwrecks…ARC Transatlantic Rally Cosol Tours +2 more

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from $12,499

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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 +9 more

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from $5,999

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Seabourn · Seabourn OvationRound-trip

Caribbean 14 nights Dec 19 – Jan 2, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 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 · 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…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +3 more

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from $9,598

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Seabourn · Seabourn QuestRound-trip

Caribbean 16 nights Dec 20 – Jan 5, 2027 from Miami, Florida

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

Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Marigot, Saint Martin · Terre-de-haut, Guadeloupe · Fort-de-France, Martinique · Rodney Bay, St. Lucia · Roseau, Dominica · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Great Harbor, Peter Island, BVI · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike Mount Pelée & Saint-Pierre +2 more

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from $10,998

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Holland America · RotterdamRound-trip

Bahamas 21 nights Dec 22 – Jan 12, 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 · 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 · 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

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +9 more

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from $2,589

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Princess · Crown PrincessRound-trip

Caribbean 14 nights Dec 27 – Jan 10, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach Adventure Antigua +5 more

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from $1,914

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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 +8 more

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from $7,329

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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 $2,770

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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 $2,578

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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 $1,714

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Regent · Seven Seas MarinerOne-way

Caribbean 18 nights Jan 4 – Jan 22, 2027 from Miami, Florida to Rio de Janeiro, Brazil

Miami, Florida · Willis Island · … · Rio de Janeiro, Brazil17 ports

Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Willis Island · Devils Island, French Guiana · Willis Island · Belem, Brazil · Willis Island · Recife, Brazil · Maceio, Brazil · Bahia de Salvador, Brazil · Willis Island · Buzios, Brazil · Rio de Janeiro, Brazil

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach +3 more

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from $12,760

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Seabourn · Seabourn OvationRound-trip

Caribbean 14 nights Jan 9 – Jan 23, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 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 · 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…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +3 more

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from $10,598

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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 $1,096

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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 $2,259

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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 $2,185

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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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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 $1,096

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Holland America · Nieuw AmsterdamRound-trip

Bahamas 21 nights Jan 17 – Feb 7, 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 · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Gatun Lake, Panama Canal, Panama · Colon, Panama · Panama Canal, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · 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 Horseback Riding by Land & Sea Aruba The Roman Theatre of Cartagena with the Rafael Mon… +6 more

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from $2,289

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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 $2,259

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Seabourn · Seabourn OvationRound-trip

Caribbean 14 nights Jan 23 – Feb 6, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 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 · 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…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +3 more

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from $10,298

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Princess · Crown PrincessRound-trip

Caribbean 14 nights Jan 24 – Feb 7, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Guadeloupe, Caribbean · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach Adventure Antigua +4 more

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from $1,142

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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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Holland America · Nieuw AmsterdamRound-trip

Bahamas 21 nights Jan 29 – Feb 19, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · 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 · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Colon, Panama · Gatun Lake, Panama Canal, Panama · Panama Canal, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Private Full-Day Boat Charter Norman Island +6 more

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from $2,279

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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 +5 more

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from $1,784

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Princess · Crown PrincessRound-trip

Caribbean 14 nights Jan 31 – Feb 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Guadeloupe, Caribbean · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Dominica, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Boiling Lake & Valley of Desolation Grenada Private Taxi Tour +3 more

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from $1,195

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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 $2,389

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Feb 9 – Feb 23, 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 $2,070

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Holland America · RotterdamRound-trip

Bahamas 21 nights Feb 13 – Mar 6, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Key West, Florida · … · Fort Lauderdale (Port Everglades), Florida16 ports

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 · 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 Dry Tortugas National Park Stingray City Sandbar Blue Hole +10 more

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from $2,389

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Seabourn · Seabourn OvationRound-trip

Caribbean 14 nights Feb 13 – Feb 27, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 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 · 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…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +3 more

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from $11,298

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Holland America · ZuiderdamRound-trip

Bahamas 20 nights Feb 14 – Mar 6, 2027 from Miami, Florida

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida17 ports

Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Roseau, Dominica · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Scarborough, Tobago · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · 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 Private Full-Day Boat Charter +11 more

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from $2,799

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Oceania · Oceania InsigniaRepositioning

Caribbean 54 nights Feb 14 – Apr 9, 2027 from Valparaiso (Santiago), Chile to Miami, Florida

Valparaiso (Santiago), Chile · Puerto Montt, Chile · … · Miami, Florida33 ports

Valparaiso (Santiago), Chile · Puerto Montt, Chile · Castro, Chile · Puerto Chacabuco, Chile · Laguna San Raphael, Chile · Kiel Canal, Germany · Punta Arenas, Chile · Ushuaia, Argentina · Kiel Canal, Germany · Port Stanley, Falkland Islands · Puerto Madryn, Argentina · Buenos Aires, Argentina · Montevideo, Uruguay · Punta del Este, Uruguay · Rio Grande, Rio Grande do Sul, Brazil · Florianopolis, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil · Paraty, Brazil · Ilha Grande, Brazil · Buzios, Brazil · Rio de Janeiro, Brazil · Kiel Canal, Germany · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo Private Full-Day Península Valdés +8 more

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from $16,399

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Princess · Crown PrincessRound-trip

Caribbean 14 nights Feb 21 – Mar 7, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Martinique · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach Adventure Antigua +4 more

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from $1,212

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Holland America · RotterdamRound-trip

Bahamas 21 nights Feb 23 – Mar 16, 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 $2,359

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Feb 23 – Mar 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 · 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…La Soufrière Volcano Summit Hike Grenada Private Taxi Tour Mount Pelée & Saint-Pierre +6 more

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from $2,420

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Feb 25 – Mar 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 +5 more

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from $1,778

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MSC Cruises · MSC OperaRound-trip

Caribbean 14 nights Feb 26 – Mar 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 +5 more

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from $1,924

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MSC Cruises · MSC MeravigliaRound-trip

Caribbean 14 nights Feb 27 – Mar 13, 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 · 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 Half-Day Island Adventure & Trunk Bay Beach Private Full-Day Boat Charter +4 more

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from $1,166

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Princess · Crown PrincessRound-trip

Caribbean 14 nights Feb 28 – Mar 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Martinique · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Maho Beach Boiling Lake & Valley of Desolation Grenada Private Taxi Tour +4 more

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from $1,254

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Costa · Costa FavolosaRepositioning

Mediterranean 20 nights Mar 1 – Mar 21, 2027 from Santo Domingo, Dominican Republic to Savona (Genoa), Italy

Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · … · Savona (Genoa), Italy13 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 · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France · Savona (Genoa), Italy

★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +7 more

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from $1,841

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Costa · Costa FavolosaRepositioning

Caribbean 16 nights Mar 4 – Mar 20, 2027 from Fort-de-France, Martinique to Marseille, France

Martinique Bay · Fort-de-France, Martinique · … · Marseille, France10 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Adventure Antigua +5 more

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from $1,479

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Costa · Costa FavolosaRepositioning

Mediterranean 15 nights Mar 5 – Mar 20, 2027 from Pointe-a-Pitre, Guadeloupe to Marseille, France

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Marseille, France8 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Adventure Antigua Teide National Park +4 more

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from $1,419

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Holland America · RotterdamRound-trip

Bahamas 21 nights Mar 6 – Mar 27, 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 · 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 $2,399

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Princess · Crown PrincessRound-trip

Caribbean 14 nights Mar 7 – Mar 21, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach Adventure Antigua +5 more

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from $1,240

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Mar 9 – Mar 23, 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 $1,960

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Holland America · Nieuw AmsterdamRound-trip

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

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida16 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · 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 · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Panama Canal, Panama · Gatun Lake, Panama Canal, Panama · Colon, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Private Full-Day Boat Charter Norman Island +6 more

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from $2,414

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Mar 13 – Mar 27, 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 · Nassau, Bahamas · 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 Half-Day Island Adventure & Trunk Bay Beach Private Full-Day Boat Charter +3 more

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from $1,306

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Seabourn · Seabourn OvationRound-trip

Caribbean 14 nights Mar 13 – Mar 27, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 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 · 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…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +3 more

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from $9,498

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Princess · Crown PrincessRound-trip

Caribbean 14 nights Mar 14 – Mar 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · 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 Boiling Lake & Valley of Desolation +5 more

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from $1,886

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Oceania · Oceania InsigniaRepositioning

Caribbean 21 nights Mar 19 – Apr 9, 2027 from Rio de Janeiro, Brazil to Miami, Florida

Rio de Janeiro, Brazil · Kiel Canal, Germany · … · Miami, Florida12 ports

Rio de Janeiro, Brazil · Kiel Canal, Germany · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Private Full-Day Rio Highlights Swim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay Beach Private Full-Day Boat Charter +1 more

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from $6,299

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MSC Cruises · MSC World EuropaRound-trip

Caribbean 14 nights Mar 23 – Apr 6, 2027 from Bridgetown, Barbados

Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados13 ports

Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · 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…Grenada Private Taxi Tour La Soufrière Volcano Summit Hike Mount Pelée & Saint-Pierre +6 more

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from $2,330

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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

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