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 4,298 cruise Departures to the Caribbean
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.
For 150 years, Holland America Line has been a recognized leader in cruising. If you are looking for some of the most spacious and comfortable ships at...more sea, award-winning service, exquisite dining, extensive activities and enrichment programs and compelling worldwide itineraries, you've come to the right place. Balance. Depth. Authenticity. These are the elements we bring to more than 500 itineraries, stopping in 100 countries, the world over.
No schedules. No stipulations. Just award-winning entertainment and diverse dining options from the only cruise line built for versatile vacationing. NCL's...more award-winning ships are designed for you to enjoy as you choose while cruising to beautiful destinations around the world. Add a wide range of superb dining options and spectacular entertainment and you'll experience your best holiday ever.
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.
