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Caribbean Cruises

Cruise around the idyllic islands and turquoise waters of the Caribbean uncovering the diverse treasures of Jamaica, Cuba, Puerto Rico, Barbados, the British Virgin Islands and more. Discover a patchwork of cultures across the region on a cruise ship or sailing yacht, or don a snorkel to discover the spectacular underwater world below.

Popular Cruises View all

11 Days San Juan to San Juan

Operator: Viking Cruises

From 5,440
Save 1,120

8 Days Miami to Miami

Operator: Virgin Voyages

From 1,729

15 Days Fort Lauderdale to Fort Lauderdale

Operator: Holland America

From 3,476
Save 36

19 Days Fort Lauderdale to Fort Lauderdale

Operator: Holland America

From 5,557
Save 42

Featured Caribbean Cruise LinesFeatured Cruise Lines View all

Virgin Voyages
Where superyacht design and your dream destinations meet. Welcome to how Virgin does cruise ships. With Richard Branson at the helm, Virgin Voyages is...more redefining what a luxury cruise ship means by combining premium elements from favorites on land with the freedom and simplicity of a life well lived on the open ocean. With with cool interiors filled with chic bars, city styled eateries, clever accommodation and rock star suites Virgin offers Sailors a new onboard experience, from wellbeing activities, fresh to order eateries and original boundary breaking entertainment without the formalities and traditions of other contemporary cruise lines.
Caribbean Cruises172
Budget:Premium
Known For:Re-writing the Rules
Fleet Size:4
Regent Seven Seas
The Regent Experience has long been absolute in its inclusiveness, providing you with the most enriching and luxurious journey on the Seven Seas. Join...more us as we travel the world in search of the best life has to offer, with every luxury included, and discover a truly unrivaled experience. Taking care of every detail so that you can fully experience and enjoy every moment is at the heart of our all-inclusiveness. Discover how everything from the exquisitely prepared cuisine to the included & unlimited shore excursions will create a truly unforgettable journey.
Caribbean Cruises43
Budget:Luxury
Known For:All-Inclusive Luxury
Fleet Size:6
Princess
Why Princess? Because you want to tell better stories. To immerse yourself in destinations near and far. To try new foods and encounter new cultures. To...more refresh your spirit and reconnect with those you love. Choosing a cruise line can seem tough, but Princess makes it easy. Because you want more than the usual cruise experience…you want to come back new. Discover what makes each port unique through the insights of local experts and crew members who sail with us to over 330 destinations.
Caribbean Cruises406
Budget:Premium
Known For:Relaxing Atmosphere
Fleet Size:17

Discover Must do experiences and highlights when cruising the Caribbean

Old Meets New in San Juan

Old Meets New in San Juan

Explore the cobblestone streets of Old San Juan flanked with colourful buildings, shop till you drop, or relax on the beaches of New San Juan.

Captivating Jamaica

Captivating Jamaica

Let Port Antonio introduce you to the charming culture of Jamaica and perhaps hike and kayak the great outdoors of the stunning north coast.

Views from the British Virgin Islands

Views from the British Virgin Islands

Ascend the lush peaks of Tortola and be rewarded with breathtaking views of the Caribbean and the sailing boats that pepper the coastal coves.

<a class='brand-link-color' href='/cruises/bahamas'>Bask in the Bahamas</a>

Bask in the Bahamas

Set sail through the breathtaking cays of the Bahamas where sun-drenched white sand beaches and a picture perfect island life awaits. Here you can swim, snorkel, or kayak to your heart’s content in the clear turquoise waters.

Cuban Rhythms

Cuban Rhythms

Enjoy performances of music and dance in Havana that will leave you toe tapping your way through Havana Old Town and humming to the radio as you explore the city by vintage car.

Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Athens Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Monte Carlo Cruises from Barcelona to Rome Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Buenos Aires Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Lisbon to Lisbon Cruises from Lisbon to Miami Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Rome Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Fort Lauderdale Cruises from Los Angeles to Vancouver Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to New York Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Paris to Paris Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Quebec City to New York Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to London Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Athens Cruises from Rome to Barcelona Cruises from Rome to Monte Carlo Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Diego to Vancouver Cruises from San Diego to San Diego Cruises from San Francisco to San Francisco Cruises from San Juan to San Juan Cruises from Seattle to Vancouver Cruises from Seattle to Seattle Cruises from Tampa to Tampa Cruises from Vancouver to Vancouver Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Vancouver to San Diego

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from USA to Germany Cruises from Italy to England Cruises from Spain to Monaco Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Puerto Rico to USA Cruises from France to Brazil Cruises from France to USA Cruises from England to Canada Cruises from England to Germany Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Barbados to USA Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from French Polynesia to USA Cruises from Holland to USA Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Greece Cruises from Italy to Monaco Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Spain to France Cruises from Spain to Greece Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to England Cruises from USA to Italy Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain