Top 10 Luxury Caribbean Cruises

Martinique to Fort de France
8 Days from $3,400

Join Le Champlain on its 8-day sailing expedition to explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!

Between Martinique & Panama

10 Days from $4,460

This 10-day itinerary will give you the opportunity to appreciate the richness of Afro-Caribbean cultures, an azure blue sky, and white-sand beaches. A small paradise in the Venezuelan Caribbean, Los Roques archipelago, has been declared a national park and is an ideal spot to dive and snorkel in a turquoise lagoon with stunning seabeds.

Caribbean and Orinoco

13 Days from $8,190

Set sail for an incredibly diverse expedition cruise, taking in Caribbean beaches and incursions into tropical rainforest aboard Le Dumont-d'Urville. In a setting of white sand, turquoise water and lagoons, you will enjoy some unforgettable bathing.

Unspoiled beaches and pristine coves in the Caribbean

Caribbean: Santo Domingo - Bridgetown

16 Days from $10,905

Fall in love with the Caribbean on an idyllic 16-day cruise aboard the Sea Cloud. Experience the blue waters of the wonderful Caribbean and breathtaking sceneries along the way.

San Juan to San Juan

San Juan to San Juan
8 Days from $4,899

Be a part of this magical 8-day adventure aboard the SeaDream ll. Starting and ending in San Juan, Puerto Rico, this cruise visits the most popular spots of the region. Sail through the Caribbean and discover the enchanting and exclusive islands of this perfect archipelago.

Snorkel in the Baths of the Virgin Islands

Charlotte Amalie to Charlotte Amalie

8 Days from $3,299

Discover what freedom tastes like as you sail across pristine turquoise Caribbean waters in the comfort of a luxury yacht on this 8-day journey aboard the SeaDream l. Explore and shop the colorful markets of St. Thomas, and enjoy swimming and snorkeling the clear waters of Norman Island.

Charlotte Amalie to San Juan via St. Barts

8 Days from $3,199

Come along on this exclusive 8-day adventure sailing across the Caribbean and discovering all the picture-perfect views that make this region famous. Don't forget your camera and sunscreen and prepare to be amazed with the natural unspoiled beauty of one of the most incredible destinations in the world.

Mayreau Island, St Vincent and Grenadines

Bridgetown to Bridgetown via Bequia

Bridgetown to Bridgetown
8 Days from $3,099

Join the SeaDream I on this 8-day adventure sailing across one of the most exclusive landscapes in the world. Start and end in Barbados, visiting the islands of St. Lucia, Bequia, St. Vincent, and Tobago Cays.

Marigot to Marigot

Marigot to Marigot
8 Days from $2,999

Be a part of this incredible 8-day expedition cruising across turquoise and pristine Caribbean waters. Enjoy what this unique landscape has to offer aboard the SeaDream II. Don't forget your camera and protection from the sun!

Marigot to Marigot

Marigot to Marigot
6 Days from $2,999

Join this incredible 6-day expedition cruising across turquoise and pristine Caribbean waters round-trip from St. Martin. Enjoy what this unique landscape has to offer aboard the SeaDream I. Don't forget your camera and protection from the sun!

10 Best Caribbean Small Cruises

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Bahamas Sailing Adventure

7 Days from $1,399

Board the luxurious sailing schooner Liberty Clipper in Nassau for a 7-day roundtrip cruise of the Bahamas, then explore the extensive Exumas archipelago and the Out Islands, including Eleuthera. Daily shore excursions include snorkeling, kayaking, and paddle boarding in crystal turquoise waters, or optional cultural and wildlife tours.

Pink beach huts on tropical Antigua island

Windward Islands

8 Days from $1,500

Board the luxurious Royal Clipper sailing ship for this 8-day roundtrip cruise of the Caribbean, departing from Bridgetown, Barbados to St. Lucia, Dominica, Antigua, St. Kitts, Martinique, and more! Snorkel in turquoise reefs, explore tropical rainforests, relax on the sun-kissed beaches, and delight in exotic markets and charming seaside cafes.

Pearls of the Caribbean

Martinique to Fort de France
8 Days from $3,400

Join Le Champlain on its 8-day sailing expedition to explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!

Grenadines

8 Days from $1,500

Departing from Barbados on this 8-day roundtrip Caribbean cruise aboard the Royal Clipper luxury sailing ship, this relaxing trip through the Grenadines combines snorkeling, hiking, swimming, and boating with relaxing time on the sunny beaches, delicious cafes, and idyllic harbors. Sail to Bequia, Martinique, St. Lucia, and Grenada!

Leeward Islands

8 Days from $1,440

The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Nevis, Dominica, Iles des Saintes, Guadeloupe, Antigua, and St. Barts. As the wind blows your ship across turquoise waters through thousands of cays, snorkel in the clear water, relax on sunny beaches or hike to the tropical mountaintops.

St. Lucia & Grenada

7 Days from $1,649

Learn how to raise the sails of the S/V Mandalay as you sail the turquoise waters of the Caribbean on this 7-day cruise. Rise early and search for marine life, learn local lore of the region, snorkel and swim from the ship, and choose from various island excursions each day on this Caribbean adventure through sun-kissed St. Lucia and Grenada.

Between Martinique & Panama

10 Days from $4,460

Caribbean and Orinoco

13 Days from $8,190

Cuban Panorama: Havana to Cienfuegos

8 Days from $3,394

Embark the Panama on this 8-day Cuba cruise for a people to people program and explore the western part of the island nation. Visit and explore Havana, Maria La Gorda, Isla Juventud, Trinidad, and Cienfuegos as you discover this country rooted in culture and history.

Panama Canal: Barbados to Panama

15 Days from $3,290

Starting at the Caribbean port of Bridgetown, sail through warm Caribbean waters as you make your way to the Panama Canal aboard the Royal Clipper. Over the course of 15 days visit Grenada, Bonaire, Curacao, Aruba, and Colombia before arriving in Panama.

Caribbean Cruise Destinations

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Select from the top-rated small ships that cruise the Caribbean such as the Mandalay, Liberty Clipper, Le Ponant, Panorama and Variety Voyager. Cruise the Bahamas, Cuba, Granada, Trinidad and Tobago and beyond with Adventure Life.

Cuba

Get to know the Cuban people as you stroll the colonial rhythm-filled streets of Havana, Cienfuegos and Trinidad. Enjoy snorkeling and relaxing aboard a small sail boat like the Panorama or Panorama II that accommodate only about 50 passengers, or the luxurious small ships Le Ponant and Variety Voyager.

Bahamas

Set sail for the Bahamas on a small ship sailing cruise. Visit hidden bays, coves, and harbors on some of the hundreds of islands in the Bahamas like the Exumas, an archipelago of 365 cays and islands dotting the Caribbean Sea.

Belize

The tropical paradise of Belize has world class snorkeling, sea kayaking, luxury resorts and jungle lodges. Adventure Life's Belize experts show you the must-see spots.

Lesser Antilles

Take a sailboat or small ship cruise to the Caribbean visiting the islands of Grenada, the Grenadines, St. Lucia, San Maarten. Snorkel, swim and relax on pristine sunny beaches as you meet friendly locals.

7 Best Small Caribbean Cruise Ships & Sailboats

Ship Name	Max Passengers	From	Summary
Liberty Clipper	24	$1399	The Liberty Clipper is a 125-foot beautifully renovated gaff-rigged schooner, a replica of the renowned Baltimore Clippers, made famous over a …
Sea Cloud II	94	$3100	The Sea Cloud II is a legendary windjammer comparable to her sister ship, the Sea Cloud. Featuring her own unique character, the Sea Cloud II …
Le Dumont-d'Urville	184	$2110	Experience a luxurious setting where the accent is on authenticity and passion for travel aboard this glamorous limited-capacity yacht with …
SeaDream I	112	$2599	The SeaDream I is a chic and stylish yacht designed to accommodate 112 passengers in an intimate and comfortable atmosphere. Cruise along the …
Sea Cloud	64	$3085	With occupancy for just 64 guests, the Sea Cloud is a modern and elegant windjammer outfitted with modern amenities and uniquely decorated cabins. …
Mandalay	58	$1599	On the s/v Mandalay, experience a Caribbean few others ever see or even dream of. Partake in raising the sails, take a turn at the helm or just enjoy …
SeaDream II	112	$1999	Join a luxury Caribbean and Mediterranean voyage aboard the boutique ship SeaDream II. This intimate and comfortable ship offers accommodation for …

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Luxury Caribbean Cruises

What to Expect on a Luxury Caribbean Cruise
When you book a luxury Caribbean cruise aboard one of our hand-selected small ships, you are signing up for an unforgettable combination of comfort and service.

We feature only small ships, yachts, and windjammers for our luxury Caribbean cruises, because we believe that this should be an intimate experience that you share with your loved ones, and that's exactly the ambiance the small ships offer.

While each ship has a unique design, we guarantee elegance and style, in addition to comfortable and spacious suites - often with their own private balconies - and the best onboard amenities of any small Caribbean ships.

Luxury cruises offer all kinds of included activities to fill your days, but there are also add-on packages that can bring even more adventure and exploration to your itinerary. Plus there's plenty of free time built in to these cruises at each port so that you can simply relax on the beach and meander around the small towns if you prefer.

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.

Caribbean Travel Guide

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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.

Highlights of the Caribbean

The Lesser Antilles are home to some of the most popular destinations in the Caribbean, like the Virgin Islands, St. Lucia & St. Martin, where delightful cafes, tranquil towns, and serene beaches highlight the sea side scenery.

The Grenadines:
Sail to Grenada, Bequia, Union Island, Mayreau, Tobago Cays, Carriacou, Sandy Island, Canouan and Happy Island; try some of the famous local Caribbean rum; relax on the beach; or participate in various land excursions.

The Bahamas: As you cruise through the Bahamas on a small sailboat, get into the groove of the laidback lifestyle of the islands, the culinary delights of the local cuisine, and perhaps even have a chance to try hoisting the sails or taking over the helm of your sailboat.

Cuba: What was once a secluded Caribbean nation, politically estranged from much of the Western world, has recently been gaining more and more attention as policies evolve. Stops in Havanna, Santiago, and other towns will enchant you.

The Virgin Islands: Offer you some of the best snorkeling opportunities in the whole Caribbean, featuring crystal clear waters and diverse marine life, in addition to stops in charming port towns along the way, where you can get a taste of the local island culture.

The Panama Canal: See the breathtaking marvel that is the Panama Canal, when the greatest minds and thousands of dedicated workers labored internationally to connect the Atlantic & Pacific trade routes.