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.
Quick Search
Search 4,657 cruise departures to the Caribbean
Popular Cruises
Featured Caribbean Cruise Lines Featured Cruise Lines
For over 180 years Cunard have set the bar, and then raised it. Cunard's rich history and unrivalled seafaring knowledge means that Cunard has grown into more a truly iconic brand. A brand that constantly refines the definitive experience of ocean travel. The designs of Cunard's current ships have been inspired by our past but reimagined for our future. Alongside classic, art deco stylings and unrivalled craftsmanship you’ll find splashes of bold colour and contemporary comforts.
Feel free to do as much or as little as you like on board, as every venue has been carefully developed to provide plenty of choice. Whether your priority is relaxation, adventure, or indulgence, your Cunard ship will not disappoint.
Feel free to do as much or as little as you like on board, as every venue has been carefully developed to provide plenty of choice. Whether your priority is relaxation, adventure, or indulgence, your Cunard ship will not disappoint.
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.
A luxurious cruise means many things to many people but we feel that Silversea’s small ship cruises personify the true meaning of comfort. Our intimate, more ultra-luxury ships can sail up narrow waterways into the heart of a city, or tie up right at the pier while others must anchor off shore. And for those who yearn to explore the new and unknown, Silversea’s expedition ships can transport you to the furthermost boundaries of the planet.
Enjoy free-flowing premium wines and spirits, delicious gourmet cuisine, in-suite dining, full butler service for every suite and of course all gratuities. Whether you long to mingle in the Mediterranean, swim with the turtles of the Galapagos or embrace the glaciers of Alaska, there is something special about knowing that this cruising is all inclusive.
Enjoy free-flowing premium wines and spirits, delicious gourmet cuisine, in-suite dining, full butler service for every suite and of course all gratuities. Whether you long to mingle in the Mediterranean, swim with the turtles of the Galapagos or embrace the glaciers of Alaska, there is something special about knowing that this cruising is all inclusive.
Discover
Must do experiences and highlights when cruising the Caribbean
Old Meets New in San Juan 
Captivating Jamaica 
Views from the British Virgin Islands 
Cuban Rhythms Latest Reviews
What our clients are saying about their journeys to the Caribbean
Cruising the Caribbean
Circle Caribbean From Fort Lauderdale
Christine and Rob, NSW, Australia, Nov 2025
We are now Platinum members with Princess and always find the cruise staff to be friendly and willing to help and please passengers. We cruised the Caribbean on the Island Princess which is a smaller ship compared with some of its sister ships. We did notice that the variety of food choices were not as wide as some other ships we have cruised with. read more Ports of call were fabulous, and we enjoyed not having to use a tender to reach ports. Georgie was great in handling our bookings and keeping us informed of changes to flights by United Airlines. We would recommend cruising with this company for a hassle free holiday. Thank you Georgie.
Cruising the Caribbean in Comfort and Style
West Indies Explorer
Julie & David, QLD, Australia, Mar 2018
As a first experience of ocean cruising, Viking has probably spoilt us for a number of other lines. While not a small ship (~900 passengers), we did not encounter the congestion that we imagine happens in much larger ships. The stateroom was lovely, the bathroom larger than expected and very functional, with plenty of storage for everything.
Dining read more options were varied and all very good. Most notably, the tasting menus at The Chef’s Table, which we booked three times, were absolutely exquisite. All the included extras (shore excursions, drinks and wifi) as well as the “no casino, no kids” policy made a positive difference.
The “Viking Sea” is only 2 years old and is decorated in sleek and simple Scandinavian style, featuring beautiful Scandinavian artworks. The ship is spotlessly clean, and one of the highlights was the exceptional quality of all the onboard staff, who were friendly, helpful, engaging, and always happy to have a chat. Viking must have an impressive staff training program.
Our itinerary for the 11 day cruise was a busy one and the included shore excursions were all excellent and very well organised. We visited 9 different islands, with different history, scenery and cultures, shown to us by excellent local guides, and all were both beautiful and fascinating.
The days when we did additional optional excursions were very busy, but we especially loved the French Cooking Class with a local chef in Saint Martin. We were sad to see the lingering devastation of cyclones going back a number of years on all the islands. I would recommend this cruise to others and I am sure that we will travel with Viking again in future.
Dining read more options were varied and all very good. Most notably, the tasting menus at The Chef’s Table, which we booked three times, were absolutely exquisite. All the included extras (shore excursions, drinks and wifi) as well as the “no casino, no kids” policy made a positive difference.
The “Viking Sea” is only 2 years old and is decorated in sleek and simple Scandinavian style, featuring beautiful Scandinavian artworks. The ship is spotlessly clean, and one of the highlights was the exceptional quality of all the onboard staff, who were friendly, helpful, engaging, and always happy to have a chat. Viking must have an impressive staff training program.
Our itinerary for the 11 day cruise was a busy one and the included shore excursions were all excellent and very well organised. We visited 9 different islands, with different history, scenery and cultures, shown to us by excellent local guides, and all were both beautiful and fascinating.
The days when we did additional optional excursions were very busy, but we especially loved the French Cooking Class with a local chef in Saint Martin. We were sad to see the lingering devastation of cyclones going back a number of years on all the islands. I would recommend this cruise to others and I am sure that we will travel with Viking again in future.
