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 Caribbean Cruises
Must do experiences and highlights when cruising the Caribbean
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.
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
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
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.
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.
How We Work
Choose from 447 cruises island hopping the Caribbean with Global Journeys
Over 350,000 departures on sale right now
We partner with only the best Operators
Multi-award winning over 9 years
No booking fees. Your own dedicated travel advisor
Caribbean Cruise Brochures
447 Caribbean cruises sourced from 10 Operator brochures