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Islands of the Caribbean

Caribbean Luxury Tours & Cruises

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The Caribbean islands are an amazing location to relax with your family or friends, with its pristine white-sanded beaches and crystal clear waters. The benefits of embarking on a small ship luxury cruise to the Caribbean include being able to access smaller reefs, coves, and beaches with your smaller vessel. We have a wide range of cruise itineraries, going through the British virgin islands, the lesser Antilles, Netherlands Antilles, and many more archipelagos. Expect to see the crystal clear waters throughout your trip with the white-sanded beaches, to help you relax on your trip of a lifetime. Contact our travel specialists to start planning your Caribbean cruise today!
All Caribbean Tours

9 Best Luxury Cruises & Tours of the Caribbean for 2022-2023

All Caribbean Tours
Stroll along the white sandy beaches of St. Barth's
Caribbean: Round-trip Philipsburg
Philipsburg to Philipsburg
15 Days from $9,265
Cruising the perfect dream of tall ships: Encounter volcanic islands, laid-back sailors' haunts, and colorful underwater worlds. Join the luxurious Sea Cloud on this fantastic 15-day small ship cruise.
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Mountains by the ocean in St Lucia
Pearls of the Caribbean
Roundtrip Fort-de-France
9 Days from $3,620
Join Le Dumont-d'Urville on its 9-day sailing expedition roundtrip from Fort-de-France and explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!
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Relax on the beaches of the Caribbean
Christmas and New Year in the Caribbean
Fort-de-France - Santo Domingo
14 Days from $6,180
Spend an unforgettable festive season celebrating Christmas and New Year's in the Caribbean aboard Le Dumont-d'Urville. Cruise from Fort-de-France to Santo Domingo, exploring highlights such as Martinique, Dominica, Antigua and Barbuda, St. Kitts, Saint Barthelemy, and the British Virgin Islands along the way.
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Unspoiled beaches and pristine coves in the Caribbean
Transatlantic: Las Palmas to St Maarten
Las Palmas to Philipsburg
18 Days from $10,860
Sail across the Atlantic Ocean on this exclusive 18-day, once-in-a-lifetime offshore adventure on the Sea Cloud schooner. Enjoy an authentic sailing experience, embarking in Las Palmas, Gran Canaria en route to the magnificent St Maarten. Head towards marvelous sunsets and vast horizons as you leave your everyday stress behind.
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St George's Harbor - Grenada
Pearls of the Caribbean
Bridgetown Rountrip
9 Days from $3,620
Le Dumont-d’Urville brings you a 9-day cruise to the heart of the most enchanting islands in the Caribbean Sea, combining long white-sand beaches and the easy Creole way of life. This Barbados roundtrip itinerary visits Port Elizabeth, Les Saintes, Fort-de-France, Mayreau Island, St. George's, Tobago Cays, Pigeon Island, and Soufrière,
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Enjoy the beautiful blue Caribbean
In the heart of the West Indies : Bridgetown - Vieux Fort
Les Saintes to Bridgetown
9 Days from $3,840
The Dumont-d'Urville offers a 9-day Caribbean trip that takes you to the most beautiful islands in the region. Begin your journey from Bridgetown to Vieux Port and visit the Tobago Cays, Saint George's Grenada, Mayreau Island, Port Elizabeth, Les Saintes, and Portsmouth.
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Explore the beautiful Canary Islands
Transatlantic:Malaga to St.Maarten
Malaga to Philipsburg
25 Days from $3,940
This once-in-a-lifetime sailing expedition starts at the tropical paradise island of St. Maarten and voyages across the Atlantic Ocean all the way to Spain. Experience the Caribbean, the vast Atlantic Ocean, and the Old World of Spain aboard the sailing schooner Star Flyer.
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Explore colorful Gustavia
Santo Domingo and Caribbean treasures
Santo Domingo - Fort-de-France
13 Days from $5,440
From Santo Domingo to Fort-de-France, succumb to the charms of the Caribbean aboard a new 13-day cruise. Swimming and spectacular discoveries await in the Antilles aboard the Le Dumont-d'Urville.
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Relax on the beaches of St. Maarten
Transatlantic: Praia - Philipsburg
Praia to Philipsburg
16 Days from $10,260
Sail around the Atlantic ocean as Sea Cloud II sail from the island in the Southwest coast Praia to Philipsburg, St Maarten.enjoying the beautiful beaches and exploring different shops and restaurants in the neighborhood
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Caribbean Small Cruise Ships & Sailboats

Top 6 Ships Cruising the Caribbean for 2022-2023

Caribbean Small Cruise Ships & Sailboats
Le Champlain
Le Champlain
Experience a luxurious setting where the accent is on authenticity and passion for travel aboard this glamorous limited-capacity yacht with environmentally-friendly equipment. Le Champlain features elegantly designed cabins, spacious suites with windows, and lounge areas opening on to the outside, offering a unique cruising experience.
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Le Dumont-d'Urville Ship
Le Dumont-d'Urville
Discover a luxurious setting where the accent is on authenticity and passion for travel aboard this glamorous limited-capacity yacht with environmentally-friendly equipment. Le Dumont-d'Urville features elegantly designed cabins, spacious suites with windows, and lounge areas opening to the outside, offering a unique cruising experience.
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Silver Whisper
Enjoy Silver Whisper's relaxing, sophisticated, and genuinely elegant atmosphere. This multi-million dollar refit makes her one of the most technically up to the minute ships at sea. Admire the stunning beauty of Europe & the Caribbean aboard this 382 passenger ship.
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Sea Cloud
With occupancy for just 64 guests, the Sea Cloud is a modern and elegant windjammer outfitted with modern amenities and uniquely decorated cabins. Multiple decks allow you to enjoy the ambiance of the Mediterranean & Caribbean Seas in tranquility as the wind guides the journey.
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Caribbean Travel Guide

Snorkel and dive in the clear waters of the Caribbean
Caribbean Island Guide
The Caribbean is so much more than sun, sand & surf. Various islands allow travelers to sample regional flavor & local adventures. The close proximity to the U.S. makes the Caribbean a perfect destination for a getaway. Get acquainted with some highlights of specific islands to plan a trip that is perfectly suited for you!
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A dolphin jumps out of the water
Wildside of the Virgin Islands
A trip to the Caribbean has so much more to offer travelers than beaches and sunbathing. It might come as a surprise that this destination could excite wildlife enthusiasts! The Caribbean islands have an unexpected variety of wildlife to observe. Besides marine life, there are exotic plants, frogs, iguana lizards, bats, and an array of bird species.
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Wander white sand beaches on your Caribbean cruise
WindJammer Cruises in the Caribbean
Experience the Caribbean in the most authentic way possible, under the majestically masted sails of a true windjammer. In addition to the megayacht tours of the Caribbean we offer, Adventure Life has hand-selected the best luxurious clippers in the Caribbean that offer classic windjammer cruises.
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Pelicans hanging out in the ocean
Caribbean Cruise: When to Go?
Discover the best time of year to sail the Caribbean on a small ship or sailboat. Find the best month for your Caribbean cruise, whether you want an active vacation spent kayaking, snorkeling and fishing, or a restful time just lounging by the clear turquoise water.
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Pelicans hanging out in the ocean
Caribbean Cruise: When to Go?
Discover the best time of year to sail the Caribbean on a small ship or sailboat. Find the best month for your Caribbean cruise, whether you want an active vacation spent kayaking, snorkeling and fishing, or a restful time just lounging by the clear turquoise water.
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Snorkel and dive in the clear waters of the Caribbean
Caribbean Island Guide
The Caribbean is so much more than sun, sand & surf. Various islands allow travelers to sample regional flavor & local adventures. The close proximity to the U.S. makes the Caribbean a perfect destination for a getaway. Get acquainted with some highlights of specific islands to plan a trip that is perfectly suited for you!
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Blowing where the wind takes us on the Liberty Clipper
Caribbean Cruises
Small ships provide a fun and unique way to explore the islands of the Caribbean. Water activities can be conveniently planned from the vessel, and time spent on board always provides beautiful scenery as well as good company.
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Enjoy remote ports of call on your Diamant sailing cruise
Our Favorite Caribbean Cruise Ports for Small Ships
Cherish the sun-kissed sand and idyllic beachscapes of the Caribbean from the intimate atmosphere of a small ship cruise as you visit our favorite Caribbean cruise ports.
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Catching the wind on our sailing adventure on the Liberty Clipper
Sailing the Bahamas on the Liberty Clipper
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Arabella Aft
Spanish Virgin Islands Cruise on the Arabella
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Caribbean Travel Guide

Favorite Caribbean Tours & Cruises

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