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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.

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Popular Caribbean Cruises View all

11 Days San Juan to San Juan

Operator: Viking Cruises

From 4,651
Save 1,255

8 Days Miami to Miami

Operator: Norwegian Cruise Line

From 1,127

8 Days Miami to Miami

Operator: Royal Caribbean

From 828

8 Days Fort Lauderdale to Fort Lauderdale

Operator: Celebrity Cruises

From 1,708

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.

Bask in the Bahamas

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.