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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.

Quick Search Search 4,732 cruise Departures to the Caribbean

Popular Cruises View all

11 Days San Juan to San Juan

Operator: Viking Cruises

From 3,499
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8 Days San Juan to Miami

Operator: Explora Journeys

From 3,485

22 Days Fort Lauderdale to Fort Lauderdale

Operator: Holland America

From 2,839

8 Days San Juan to Miami

Operator: Explora Journeys

From 3,635

Featured Caribbean Cruise LinesFeatured Cruise Lines View all

Emerald Cruises
Reaching an impressive 110 metres in length, our spectacular superyachts will exceed your yacht cruising expectations. Emerald invite you to join us on...more board our custom-designed superyachts, which allow unique access to the fascinating ports and harbours that only smaller ships can enter. An abundance of space on board, combined with a maximum guest number of 100 and a crew of 68, allows us to provide an excellent level of personal service throughout your trip.
Caribbean Cruises95
Budget:Luxury
Known For:Affordable Luxury
Fleet Size:2
Holland America
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.
Caribbean Cruises279
Budget:Premium
Known For:Alaskan Cruises
Fleet Size:11
Virgin Voyages
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.
Caribbean Cruises214
Budget:Premium
Known For:Re-writing the Rules
Fleet Size:4

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.

<a class='brand-link-color' href='/cruises/bahamas'>Bask in the Bahamas</a>

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.

Latest Reviews What our clients are saying about their journeys to the Caribbean

A Celebration to Remember!   , OH, United States, May 2025
Global Journeys made trip planning easy for our girls trip. We appreciate the regular communications and attention to detail that helped us set sail smoothly on Virgin Voyages. Thanks to Candice McRae for helping launch a memorable experience. This was the best celebration among best friends!
Cruising the Caribbean in Comfort and Style   , 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.

Routes

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Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from USA to Germany Cruises from Germany to England Cruises from Canada to Japan Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from France to USA Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Peru to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to French Polynesia Cruises from USA to Italy Cruises from USA to Japan Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Spain