Bucket-List Cruise Adventures — the cruise, every port’s unforgettable thing, the whole trip

Carnival · Carnival MagicRound-trip

Caribbean Jun 13, 2026 from Miami, Florida

Miami, Florida · Princess Cays, Bahamas · … · Miami, Florida6 ports

Miami, Florida · Princess Cays, 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…Private Bungalow Day Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $988

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jun 13 – Jun 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 $837

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jun 20 – Jun 27, 2026 from Miami, Florida

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

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls Daredevil's Peak

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from $1,103

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jun 20 – Jun 27, 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 $1,223

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jun 21 – Jun 28, 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 $1,133

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Disney · Disney DestinyRound-trip

Caribbean 7 nights Jun 27 – Jul 4, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Historical & Cultural SUV Tour of Eleuthera Walk El Morro & Old San Juan's City Walls Maho Beach

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from $2,907

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Royal Caribbean · Allure of the SeasRound-trip

Caribbean 8 nights Jun 27 – Jul 5, 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 $1,136

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jun 27 – Jul 4, 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 $1,316

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jun 27 – Jul 4, 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 $1,504

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Royal Caribbean · Independence of the SeasRound-trip

Bermuda 9 nights Jul 2 – Jul 11, 2026 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · … · Cape Liberty (Bayonne), New Jersey6 ports

Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Private Island Wrap-Around Van Tour of Bermuda Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

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from $1,677

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 4 – Jul 11, 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 $1,294

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Celebrity · Celebrity BeyondRound-trip

Caribbean Jul 5, 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 $2,119

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Carnival · Carnival MagicRound-trip

Bahamas Jul 11, 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 $783

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Jul 11 – Jul 18, 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 $1,292

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 11 – Jul 18, 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 $1,269

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Disney · Disney FantasyRound-trip

Bahamas 10 nights Jul 12 – Jul 22, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · St. Maarten, Netherlands Antilles · … · Port Canaveral, Florida8 ports

Port Canaveral, Florida · St. Maarten, Netherlands Antilles · Castries, St. Lucia · Antigua, Antigua & Barbuda · San Juan, Puerto Rico · Disney Lookout Cay · Castaway Cay, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Maho Beach Cosol Tours Walk El Morro & Old San Juan's City Walls +2 more

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from $3,533

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Jul 12 – Jul 19, 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 $1,125

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 18 – Jul 25, 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 $1,416

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Royal Caribbean · Allure of the SeasRound-trip

Bahamas 8 nights Jul 25 – Aug 2, 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 · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · 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'Private Full-Day Boat Charter +1 more

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from $1,125

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Jul 25 – Aug 1, 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 $1,212

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Royal Caribbean · Independence of the SeasRound-trip

Caribbean 9 nights Jul 30 – Aug 8, 2026 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · … · Cape Liberty (Bayonne), New Jersey6 ports

Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Private Island Wrap-Around Van Tour of Bermuda Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more

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from $1,300

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Princess · Regal PrincessRound-trip

Bahamas 14 nights Aug 1 – Aug 15, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · … · Fort Lauderdale (Port Everglades), Florida9 ports

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida · Cozumel, Mexico · Belize City, Belize · Roatan, Honduras · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day Walk El Morro & Old San Juan's City Walls Maho Beach +3 more

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from $1,488

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Royal Caribbean · Icon of the SeasRound-trip

Caribbean 7 nights Aug 1 – Aug 8, 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 $1,126

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 1 – Aug 8, 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 · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · 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'Mt. Liamuiga Volcano Crater Hike +2 more

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from $849

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Celebrity · Celebrity BeyondRound-trip

Caribbean 7 nights Aug 2 – Aug 9, 2026 from Miami, Florida

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

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's Peak Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'

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from $895

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Aug 2 – Aug 9, 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 $1,227

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Carnival · Carnival MagicRound-trip

Bahamas Aug 8, 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 $753

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Aug 8 – Aug 15, 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 $1,184

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 8 – Aug 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 $755

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 15 – Aug 22, 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 $694

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Norwegian · Norwegian EscapeRound-trip

Caribbean 10 nights Aug 19 – Aug 29, 2026 from New York, New York

New York, New York · San Juan, Puerto Rico · … · New York, New York7 ports

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

★ Bucket-list Manhattan Helicopter Tour Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel at Honeymoon Beac… +2 more

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from $1,264

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Royal Caribbean · Allure of the SeasRound-trip

Bahamas 8 nights Aug 22 – Aug 30, 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 $654

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Aug 22 – Aug 29, 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 $1,542

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 22 – Aug 29, 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 $738

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 7 nights Aug 23 – Aug 30, 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 $1,159

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Aug 29 – Sep 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 $640

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Celebrity · Celebrity BeyondRound-trip

Caribbean Aug 30, 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 $838

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Carnival · Carnival MagicRound-trip

Caribbean Sep 5, 2026 from Miami, Florida

Miami, Florida · Princess Cays, Bahamas · … · Miami, Florida6 ports

Miami, Florida · Princess Cays, 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…Private Bungalow Day Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +1 more

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from $445

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 5 – Sep 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 $616

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Princess · Regal PrincessRound-trip

Caribbean 7 nights Sep 12 – Sep 19, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls Maho Beach

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from $641

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 7 nights Sep 12 – Sep 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 $1,156

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Royal Caribbean · Rhapsody of the SeasRound-trip

Caribbean 7 nights Sep 12 – Sep 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 $716

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Royal Caribbean · Star of the SeasRound-trip

Caribbean 7 nights Sep 13 – Sep 20, 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 $1,249

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Princess · Regal PrincessRound-trip

Caribbean 14 nights Sep 19 – Oct 3, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Roatan, Honduras · … · Fort Lauderdale (Port Everglades), Florida9 ports

Fort Lauderdale (Port Everglades), Florida · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel +3 more

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from $940

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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 $586

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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 $1,092

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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 $678

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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… +6 more

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from $2,499

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Princess · Regal PrincessRound-trip

Caribbean 14 nights Sep 26 – Oct 10, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · … · Fort Lauderdale (Port Everglades), Florida9 ports

Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls Maho Beach +3 more

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from $922

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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 $687

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Celebrity · Celebrity BeyondRound-trip

Caribbean 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 $675

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Carnival · Carnival MagicRound-trip

Bahamas 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 $451

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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 $1,081

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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 $598

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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 $913

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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 $573

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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 Pico do Arieiro to Pico Ruivo Random Wind 'Paradise Day Sail' +3 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 Swim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more

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from $1,922

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Princess · Coral PrincessRound-trip

Caribbean 14 nights Oct 15 – Oct 29, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida10 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Martinique · Dominica, Caribbean · St. Georges, Grenada, West Indies · Port of Spain, Trinidad · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour +1 more

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from $1,489

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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 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 +4 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 $597

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Carnival · Carnival VeneziaRound-trip

Caribbean 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…Mount Pelée & Saint-Pierre Swim with wild green sea turtles + two shipwrecks… +2 more

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from $994

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Virgin Voyages · Valiant LadyOne-way

Bermuda Oct 19, 2026 from Brooklyn, NY to San Juan, Puerto Rico

Brooklyn, NY · Kings Wharf, Bermuda · … · San Juan, Puerto Rico7 ports

Brooklyn, NY · Kings Wharf, Bermuda · Bimini, Bahamas · St. Croix, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Swim with Wild Dolphins at Honeymoon Harbour Buck Island Reef Maho Beach Norman Island +1 more

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from $1,443

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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 Gibbs Cay Private Stingray Swim & Reef Snorkel Random Wind 'Paradise Day Sail'Boiling Lake Hike Mount Pelée & Saint-Pierre +3 more

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from $916

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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 $1,216

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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 $580

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Celebrity · Celebrity BeyondRound-trip

Caribbean 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 $1,026

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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 $1,122

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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 +5 more

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from $1,932

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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 Random Wind 'Paradise Day Sail'Norman Island Walk El Morro & Old San Juan's City Walls

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from $1,609

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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… +5 more

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from $1,016

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Princess · Coral PrincessRound-trip

Bahamas 10 nights Oct 29 – Nov 8, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls +2 more

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from $906

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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 +4 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 Zodiac Circumnavigation of Willis Island BridgeClimb Sydney Peggy's Cove & Lunenburg Random Wind 'Paradise Day Sail' +5 more

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from $11,950

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Carnival · Carnival MagicRound-trip

Bahamas 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 $485

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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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Princess · Regal PrincessRound-trip

Caribbean 8 nights Oct 31 – Nov 8, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Walk El Morro & Old San Juan's City Walls 27 Charcos of Damajagua +1 more

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from $529

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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 $750

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Carnival · Carnival PrideRound-trip

Caribbean 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 Private Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Aruba +1 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 +4 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…The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +6 more

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from $2,225

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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 $1,166

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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 $573

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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 $792

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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' +1 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 Swim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more

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from $1,945

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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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Princess · Majestic PrincessRepositioning

Caribbean 12 nights Nov 7 – Nov 19, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida

New York, New York · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida7 ports

New York, New York · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Curacao, Caribbean · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Manhattan Helicopter Tour Maho Beach Mt. Liamuiga Volcano Crater Hike Aruba +1 more

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from $811

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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 $744

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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 $1,147

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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 $581

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Nov 7, 2026 from San Juan, Puerto Rico

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

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Bridgetown, Barbados · Castries, St. Lucia · 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 Maho Beach Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $1,755

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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 $907

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Princess · Coral PrincessRound-trip

Caribbean 10 nights Nov 8 – Nov 18, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Antigua, Antigua & Barbuda · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Antigua, Antigua & Barbuda · St. Maarten, Netherlands Antilles · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Mt. Liamuiga Volcano Crater Hike Private Catamaran Sail & Snorkel at Honeymoon Beac…

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from $832

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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 $601

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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 $1,127

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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 $3,587

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Holland America · RotterdamRound-trip

Bahamas 11 nights Nov 10 – Nov 21, 2026 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 · 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 Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +4 more

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from $1,099

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MSC Cruises · MSC PoesiaRound-trip

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

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 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

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…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 $818

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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 $1,112

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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 +5 more

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from $4,856

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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… +6 more

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from $1,223

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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 $576

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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 +3 more

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from $1,306

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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 +5 more

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from $1,449

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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 $1,423

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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 $1,157

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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 $552

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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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Virgin Voyages · Brilliant LadyRound-trip

Bahamas Nov 15, 2026 from Miami, Florida

Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports

Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho Beach Norman Island Mt. Liamuiga Volcano Crater Hike +2 more

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from $1,739

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Cunard · Queen Mary 2Round-trip

Caribbean 11 nights Nov 17 – Nov 28, 2026 from New York, New York

New York, New York · St. Thomas, U.S. Virgin Islands · … · New York, New York6 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

★ Bucket-list Manhattan Helicopter Tour Private Catamaran Sail & Snorkel at Honeymoon Beac…Norman Island Mt. Liamuiga Volcano Crater Hike +1 more

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from $1,199

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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 Teide National Park Random Wind 'Paradise Day Sail' +4 more

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from $1,229

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MSC Cruises · MSC World EuropaRepositioning

Mediterranean 14 nights Nov 18 – Dec 2, 2026 from Barcelona, Spain to Bridgetown, Barbados

Barcelona, Spain · Puerto del Rosario, Spain · … · Bridgetown, Barbados7 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

★ Bucket-list Sagrada Familia Teide National Park Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks…

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from $881

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Princess · Coral PrincessRound-trip

Caribbean 10 nights Nov 18 – Nov 28, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Thomas, U.S. Virgin Islands · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · Antigua, Antigua & Barbuda · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Maho Beach

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from $759

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Princess · Majestic PrincessRepositioning

Caribbean 33 nights Nov 19 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida to San Antonio, Santiago, Chile

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · San Antonio, Santiago, Chile16 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · St. Lucia, Caribbean · Bridgetown, Barbados · Fortaleza, Brazil · Rio de Janeiro, Brazil · Montevideo, Uruguay · Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Ushuaia, Argentina · Cockburn And Beagle Channels · Punta Arenas, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Swim with wild green sea turtles + two shipwrecks…Private Full-Day Rio Highlights +9 more

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from $2,966

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Princess · Sky PrincessRound-trip

Caribbean 9 nights Nov 20 – Nov 29, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida7 ports

Port Canaveral, Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Celebration Key, Bahamas · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Gibbs Cay Private Stingray Swim & Reef Snorkel 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls +2 more

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from $753

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Nov 20, 2026 from San Juan, Puerto Rico

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

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Private Full-Day Curaçao Island Tour with Local Ex…Aruba +2 more

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from $1,437

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MSC Cruises · MSC MeravigliaRound-trip

Bahamas 14 nights Nov 21 – Dec 5, 2026 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 Full-Day Boat Charter 27 Charcos of Damajagua +3 more

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from $1,216

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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 $1,271

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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 $580

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Celebrity · Celebrity BeyondRound-trip

Caribbean 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 $1,091

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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 +2 more

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from $4,799

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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… +2 more

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from $1,300

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Princess · Regal PrincessRound-trip

Caribbean 14 nights Nov 22 – Dec 6, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · … · Fort Lauderdale (Port Everglades), Florida10 ports

Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Kayak the Lucayan Caves & Gold Rock Beach with the…Gibbs Cay Private Stingray Swim & Reef Snorkel Swim With the Wild Exuma Pigs +3 more

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from $994

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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 $940

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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 $542

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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 Random Wind 'Paradise Day Sail'

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from $707

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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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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… +1 more

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from $4,784

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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'Mount Pelée & Saint-Pierre +3 more

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from $3,360

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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 $5,199

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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 Swim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more

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from $1,680

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Carnival · Carnival MagicRound-trip

Bahamas 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 $418

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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 $941

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Princess · Regal PrincessRound-trip

Caribbean 14 nights Nov 28 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida10 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Walk El Morro & Old San Juan's City Walls 27 Charcos of Damajagua +2 more

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from $982

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Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 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 $845

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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 $530

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Nov 28 – Dec 5, 2026 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten7 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

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

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from $4,098

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Nov 28, 2026 from San Juan, Puerto Rico

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

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

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Norman Island Mt. Liamuiga Volcano Crater Hike +2 more

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from $1,273

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Carnival · Carnival VeneziaRound-trip

Caribbean 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…Swim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +2 more

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from $671

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Celebrity · Celebrity BeyondRound-trip

Caribbean 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 $809

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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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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 $945

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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… +2 more

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from $1,131

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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 Random Wind 'Paradise Day Sail' +2 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 $658

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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 $556

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Princess · Island PrincessRound-trip

Caribbean 12 nights Nov 30 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Aruba Swim with wild green sea turtles + two shipwrecks…Maho Beach

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from $1,098

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Virgin Voyages · Brilliant LadyRound-trip

Caribbean Nov 30, 2026 from Miami, Florida

Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports

Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho Beach Norman Island Buck Island Reef +3 more

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from $1,355

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Holland America · RotterdamRound-trip

Bahamas 11 nights Dec 1 – Dec 12, 2026 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 · 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 Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +4 more

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from $999

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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… +4 more

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from $1,941

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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 Random Wind 'Paradise Day Sail'Jost Van Dyke

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from $3,815

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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 +2 more

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from $2,895

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Princess · Enchanted PrincessRound-trip

Caribbean 14 nights Dec 3 – Dec 17, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida10 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Martinique · Dominica, Caribbean · St. Lucia, Caribbean · Port of Spain, Trinidad · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Mt. Liamuiga Volcano Crater Hike Aruba

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from $1,503

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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 $1,105

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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 +7 more

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from $2,110

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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 +2 more

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from $1,664

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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 $603

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Costa · Costa FascinosaRepositioning

Mediterranean 15 nights Dec 5 – Dec 20, 2026 from Savona (Genoa), Italy to La Romana, Dominican Republic

Savona (Genoa), Italy · Barcelona, Spain · … · La Romana, Dominican Republic7 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

★ Bucket-list Portofino & San Fruttuoso Abbey by the local ferry Sagrada Familia Granada & the Alhambra Roque Nublo & Tejeda +3 more

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from $1,397

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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' +1 more

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from $1,116

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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 $821

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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 $1,165

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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 $562

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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'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks… +1 more

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from $6,798

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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 FascinosaRepositioning

Mediterranean 14 nights Dec 6 – Dec 20, 2026 from Barcelona, Spain to La Romana, Dominican Republic

Barcelona, Spain · Malaga, Spain · … · La Romana, Dominican Republic6 ports

Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic

★ Bucket-list Sagrada Familia Granada & the Alhambra Roque Nublo & Tejeda Death in Paradise Filming Locations & Botanical Ga… +2 more

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from $1,304

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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'Boiling Lake Hike +1 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'Swim with wild green sea turtles + two shipwrecks…Mt. Liamuiga Volcano Crater Hike +2 more

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from $1,084

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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 $750

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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 $597

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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 Random Wind 'Paradise Day Sail'Norman Island

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from $659

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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 $708

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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 $3,099

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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 Half-Day Island Adventure & Trunk Bay Beach Mount Pelée & Saint-Pierre +3 more

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from $2,697

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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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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 $887

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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 Walk El Morro & Old San Juan's City Walls Jost Van Dyke +3 more

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from $10,299

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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 +2 more

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from $1,645

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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' +2 more

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from $3,310

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Disney · Disney DestinyRound-trip

Caribbean 7 nights Dec 12 – Dec 19, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Historical & Cultural SUV Tour of Eleuthera Walk El Morro & Old San Juan's City Walls Maho Beach

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from $2,642

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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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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'Jost Van Dyke

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from $2,555

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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 $545

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Dec 12, 2026 from San Juan, Puerto Rico

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

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Bridgetown, Barbados · Castries, St. Lucia · 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 Maho Beach Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $1,335

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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 +3 more

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from $1,496

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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… +2 more

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from $1,094

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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 $1,479

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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 $602

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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 $1,143

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Virgin Voyages · Brilliant LadyRound-trip

Bahamas Dec 14, 2026 from Miami, Florida

Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida6 ports

Miami, Florida · St. Maarten, Netherlands Antilles · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Bimini, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho Beach Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls +1 more

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from $1,222

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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…Grenada Private Taxi Tour Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga… +3 more

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from $2,290

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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 Swim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more

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from $5,999

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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 +2 more

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from $3,595

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Princess · Enchanted PrincessRound-trip

Bahamas 10 nights Dec 17 – Dec 27, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls +2 more

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from $638

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Carnival · Carnival MagicRound-trip

Bahamas 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 $577

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Carnival · Carnival VistaRound-trip

Caribbean 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 $760

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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 +2 more

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from $3,048

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Cunard · Queen Mary 2Repositioning

Northern Europe 23 nights Dec 19 – Jan 11, 2027 from New York, New York to Southampton, England

New York, New York · Road Town, Tortola, B.V.I. · … · Southampton, England9 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 · Southampton, England

★ Bucket-list Manhattan Helicopter Tour Norman Island Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +2 more

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from $3,389

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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 Full-Day Boat Charter 27 Charcos of Damajagua +3 more

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from $1,906

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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 +1 more

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from $1,194

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Princess · Coral PrincessRound-trip

Bahamas 7 nights Dec 19 – Dec 26, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Bungalow Day Walk El Morro & Old San Juan's City Walls Maho Beach

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from $664

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Royal Caribbean · Icon of the SeasRound-trip

Bahamas 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 $1,478

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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 $656

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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 +2 more

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from $9,598

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Virgin Voyages · Resilient LadyRound-trip

Bahamas Dec 19, 2026 from Miami, Florida

Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports

Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Bimini, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Maho Beach +1 more

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from $1,598

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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 $1,140

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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 Boiling Lake Hike +1 more

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from $1,543

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Princess · Regal PrincessRound-trip

Bahamas 14 nights Dec 20 – Jan 3, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · … · Fort Lauderdale (Port Everglades), Florida10 ports

Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Kayak the Lucayan Caves & Gold Rock Beach with the…Gibbs Cay Private Stingray Swim & Reef Snorkel Swim With the Wild Exuma Pigs +3 more

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from $1,692

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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 Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more

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from $1,087

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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 Random Wind 'Paradise Day Sail'

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from $1,379

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Oceania · Oceania AlluraRound-trip

Mexico 17 nights Dec 21 – Jan 7, 2027 from Miami, Florida

Miami, Florida · Costa Maya, Mexico · … · Miami, Florida12 ports

Miami, Florida · Costa Maya, Mexico · Roatan, Honduras · Harvest Caye, Belize · Cozumel, Mexico · 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…Chacchoben Mayan Ruins Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Lamanai Mayan Ruins +5 more

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from $10,049

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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 The Natural Pool +6 more

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from $9,899

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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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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 $1,010

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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 Aruba Private Full-Day Curaçao Island Tour with Local Ex… +4 more

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from $3,915

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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 +1 more

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from $1,196

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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 $1,860

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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 Aruba Private Full-Day Curaçao Island Tour with Local Ex… +4 more

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from $1,792

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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 $1,199

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Royal Caribbean · Harmony of the SeasRound-trip

Bahamas 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 $1,093

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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 $1,787

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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 +1 more

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from $1,193

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Royal Caribbean · Utopia of the SeasRound-trip

Bahamas 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 $1,150

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Carnival · Carnival MagicRound-trip

Bahamas 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 $890

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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 $817

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Princess · Coral PrincessRound-trip

Caribbean 11 nights Dec 26 – Jan 6, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. Thomas, U.S. Virgin Islands · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Martinique · Bridgetown, Barbados · St. Lucia, Caribbean · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +1 more

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from $1,199

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Princess · Regal PrincessRound-trip

Bahamas 14 nights Dec 26 – Jan 9, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · … · Fort Lauderdale (Port Everglades), Florida10 ports

Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls Maho Beach +3 more

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from $1,560

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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 $908

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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'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $5,998

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Dec 26, 2026 from San Juan, Puerto Rico

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

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort-de-France, Martinique · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Maho Beach Mount Pelée & Saint-Pierre Swim with wild green sea turtles + two shipwrecks… +2 more

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from $2,039

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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 +3 more

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from $1,586

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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… +2 more

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from $2,519

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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 Swim with wild green sea turtles + two shipwrecks… +2 more

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from $1,914

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Princess · Enchanted PrincessRound-trip

Caribbean 10 nights Dec 27 – Jan 6, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Gibbs Cay Private Stingray Swim & Reef Snorkel 27 Charcos of Damajagua Walk El Morro & Old San Juan's City Walls +2 more

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from $1,371

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Royal Caribbean · Star of the SeasRound-trip

Bahamas 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 $1,458

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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 $685

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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 +6 more

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from $7,329

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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 Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Cosol Tours Mt. Liamuiga Volcano Crater Hike +1 more

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from $1,201

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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'Mt. Liamuiga Volcano Crater Hike +1 more

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from $6,649

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Royal Caribbean · Oasis of the SeasRound-trip

Bahamas 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 $1,277

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Virgin Voyages · Brilliant LadyRound-trip

Bahamas Dec 28, 2026 from Miami, Florida

Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports

Miami, Florida · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · St. John's, Antigua · Bimini, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho Beach Mt. Liamuiga Volcano Crater Hike Norman Island +2 more

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from $2,238

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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…Grenada Private Taxi Tour Cosol Tours Mount Pelée & Saint-Pierre +4 more

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from $2,770

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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 +1 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' +1 more

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from $1,438

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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 +2 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 +2 more

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from $1,714

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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 Full-Day Boat Charter 27 Charcos of Damajagua +3 more

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from $1,016

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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 +1 more

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from $662

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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 $1,222

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