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.
Quick Search Search 4,289 cruise Departures to the Caribbean
Here at Azamara, we continue our efforts to be the world's top up-market cruise line. As such, we are committed to providing you with unparalleled service;...more the finest dining at sea; a glorious spa and wellness retreat, and innovations such as Destination Immersion® experiences. With our hallmark of stay longer, experience more, we'll not only take you to awe-inspiring destinations, but also give you more time to fall in love with them.
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.
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.
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
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.