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Caribbean Cruises


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Caribbean cruises offer the perfect blend of natural beauty, tropical sunshine and vibrant island culture. With sparkling turquoise waters, palm-fringed beaches, and colourful port towns, the Caribbean is one of the world’s most popular cruise destinations – and for good reason! Each island has its own distinct character, from lush rainforests and volcanic peaks to colonial heritage and lively markets, making every stop on your journey unique.

A glance on a map reveals just how many treasures await you on a Caribbean cruise holiday. From the Bahamas and Jamaica to St Lucia, Barbados and Antigua, a Caribbean cruise allows you to explore multiple islands in one trip without the need to repack. Imagine snorkelling among coral reefs one day, hiking to a hidden waterfall the next, and unwinding with a rum punch on a perfect white sand beach the day after that.

Most Caribbean cruises depart from Miami, with some itineraries also starting in Fort Lauderdale, New York and Puerto Rico. With such excellent connections, it’s easy to add a pre or post stay to your Caribbean cruise holiday – whether it’s soaking up Miami’s art deco glamour, enjoying the sights of New York City, or even combining your cruise with a magical trip to Orlando’s theme parks.

Trailfinders works with all the top cruise lines in the Caribbean, including Royal Caribbean, Celebrity Cruises, Princess Cruises and many more, offering everything from last minute departures to luxury all inclusive voyages. Our expert cruise consultants, often with first-hand experience, can tailor your Caribbean cruise holiday to your exact requirements, from choosing the right cruise line and ship, to arranging extra stays on land.

Whether you’re dreaming of a romantic getaway, a family adventure, or a once-in-a-lifetime luxury holiday, a Caribbean cruise is the perfect way to discover this incredible part of the world.
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.
Ultimate Caribbean
Cruise Holiday
15 days / 14 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. As you leave the mainland on the stylish Celebrity Silhouette ® , crystal waters and white sand beaches beckon on this beach lovers’ journey to paradise.

Guide Price: €4,249 £3,899 pp

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Fun-Filled Caribbean Cruising
Cruise Holiday
11 days / 10 nights

Soak up the sun on Miami’s glittering coastline before embarking on your funfilled Caribbean adventure. Visit the unforgettable islands of Sint Maarten and the US Virgin Islands, as well as, Royal Caribbean’s ultimate private island resort Perfect Day at CocoCay ® , in The Bahamas. Discover the tallest waterslide and the largest freshwater pool in the Caribbean. Other attractions include a wave pool, zip line and exclusive Coco Beach Club and adults only beach. With many activities also offered on board one of the world’s largest cruise ships, there is something for all the family to enjoy.

Guide Price: €2,649 £2,249 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. Step aboard Seabourn Ovation for a luxurious journey to the dramatic pitons of Saint Lucia, the fortress of St Kitts & Nevis and the sweeping bays of Guadeloupe

Guide Price: €7,399 £6,099 pp

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Orlando and The Caribbean
Cruise Holiday
16 days / 15 nights

Explore the best that Florida has to offer whilst enjoying the luxury and privacy of your own private home followed by a week of relaxation on board Star of the Seas ® .

Guide Price: €4,449 £3,499 pp

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Caribbean Top Tips From Our Travel Experts

Sarah Szyszkiewicz -  expert
Sarah Szyszkiewicz

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 Barron -  expert
Lydia Barron

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 Brown -  expert
Jordan Brown

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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