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Caribbean Cruises


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As one of the world’s best-loved cruise destinations, the Caribbean is perfect for all types of holidaymakers. Cruising is the easiest way to visit multiple islands with the added benefit of relaxing on your ship in between. Enjoy the verdant volcanic peaks of Saint Lucia, sophisticated Barbados, the colourful harbours of Antigua and many more aquamarine bays and beautiful beaches.

From fun-filled family adventures on private island resorts to ultra luxury romantic getaways and tall ship sailing, there’s a huge variety of ships and itineraries to choose from for an unforgettable Caribbean cruise. Shore excursions give you the option to try snorkelling and adrenaline-inducing watersports. Alternatively, simply soak up the amazing vistas from your ship before making the most of great facilities such as bars, spas and theatres.

Why not combine your Caribbean cruise with a trip to a range of cosmopolitan cities? Stay in Orlando to visit some of the world’s best theme parks, discover the bright lights of New York or tropical Miami, all before setting sail. Caribbean cruises depart from a number of ports, giving you plenty of options to create the perfect holiday.

Our expert cruise consultants are a mine of information about what to do on your Caribbean cruise, often with first-hand travel experience. Whether you want an off the beaten track adventure, a relaxing cruise and beach break, or an ultra-luxury experience – they are the perfect people to ask.
Speak to a Caribbean Cruises Expert
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OUR CRUISE HOLIDAYS IN THE CARIBBEAN

Nobody offers more Caribbean cruise holidays than Trailfinders.

Here's a snapshot of some our most popular Caribbean cruises, and for more inspiration read our Top Tips for Caribbean Cruises. If you don’t see what you’re looking for give us a call and speak to one of our cruise experts, or take a look at our Caribbean Holidayspages for more inspiration.
Ultimate Caribbean
Cruise Holiday
14 days / 13 nights

Begin your holiday in Fort Lauderdale exploring its 23 miles of beaches, 300 miles of waterways and the restaurants, boutiques and bars of Las Olas Boulevard.

Guide Price: £2,899 pp

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Luxury Barbados & Caribbean Cruise
Cruise Holiday
17 days / 16 nights

Combine a luxurious stay in Barbados with an unforgettable Caribbean cruise.

Guide Price: £6,699 pp

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Tall Ship Sailing in The Windward Islands
Cruise Holiday
12 days / 11 nights

Indulge in all inclusive heaven at your Barbados beach hotel before sailing the scintillating seas of the Caribbean whilst experiencing the splendour of tall ship sailing on this unique voyage.

Guide Price: £3,829 pp

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Hidden Gems of the Caribbean
Cruise Holiday
12 days / 11 nights

A fantastic mix of historic ports, beautiful beaches and scenic islands. Begin your holiday in style at the 5★ all inclusive O2 Beach Club & Spa on the south coast of Barbados with an exceptional white sand beach.

Guide Price: £6,099 pp

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Universal Orlando & The Caribbean
Cruise Holiday
20 days / 19 nights

Take your holiday to the next level at Universal Orlando Resort, where incredible experiences await at every turn. The fun doesn’t stop there as you set sail to the Caribbean for sun-filled enjoyment.

Guide Price: £3,679 pp Plus USD 90pp payable locally.

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Enchanting Eastern Caribbean
Cruise Holiday
11 days / 10 nights

Discover the best of the Eastern Caribbean aboard Sun Princess®, from world-renowned coral reefs to historic fortresses and atmospheric ports .

Guide Price: £1,899 pp Plus USD 112.86pp payable locally.

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WHEN IS THE BEST TIME TO CRUISE IN THE CARIBBEAN?

Caribbean cruises operate year round, but for the best weather, consider the winter months between November and February. The early summer season is prime time to enjoy the Caribbean on the quieter side.

While many tend to avoid the hurricane season which peaks between mid-August and early November, it's important to note that inclement weather rarely causes cancellations. Rather, ships will tweak their itineraries slightly to chase the sun. As a result, booking your cruise for this time of year is often cheaper than the peak season.

For more information, take a look at our guide to the best time to visit the Caribbean.

Caribbean Top Tips From Our Travel Experts

Sarah -  expert
Sarah

For Caribbean cruises, pack for both beach and adventure! While swimsuits and flip flops are essential, don’t forget some sturdier shoes for inland adventures. Lightweight clothing and reef-safe sun cream are also a must!

Lydia -  expert
Lydia

Beyond the ships dining, sampling island specialties adds to your Caribbean cruise experience. Enjoy jerk chicken in Jamaica, flying fish in Barbados, or a glass of locally distilled rum in the Dominican Republic.

Jordan -  expert
Jordan

If your Caribbean cruise departs from Miami or Fort Lauderdale, arrive the night before to avoid any stresses from flight delays. It’s also a great excuse to enjoy a taste of the city before setting sail!

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