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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 their 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 luxury Caribbean cruise today!
All Caribbean Luxury Cruises & Tours

5 Best Luxury Cruises & Tours of the Caribbean for 2026-2027

All Caribbean Luxury Cruises & Tours
Visit beautiful Norman Island

Vibes of the Virgin Islands

8 Days from $9,990
Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning beaches of Virgin Gorda, snorkel in Norman Island’s clear waters, and experience Anguilla’s vibrant beauty.
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Pig Beach in Exuma, Bahamas where wild pigs swim in the clear turquoise waters

Island Odyssey: Bahamas to the Grenadine

11 Days from $19,990
Set sail on an 11-day Caribbean cruise from Nassau to Bridgetown on the Scenic Eclipse, visiting remote gems like Staniel Cay, Turks and Caicos, and St. Barts. Enjoy ultra-luxury amenities and guided excursions for a refined and relaxing experience.
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Enjoy the beautiful blue Caribbean

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

8 Days from $5,590
Embark on an 8-day cruise aboard Le Champlain and explore Saint Lucia, Dominica, Les Saintes, Bequia, Mayreau Island, Tobago Cays, and Barbados. Snorkel coral reefs, swim in turquoise lagoons, discover historic towns, visit beaches, and encounter marine life across the Caribbean.
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Relax on the sunny beaches of the Bahamas

Sounds of Discovery: New York to the Bahamas

13 Days from $24,990
Experience a 13-day cruise from New York City to Nassau aboard the Scenic Eclipse, featuring stops in Bermuda, Turks and Caicos, San Salvador, Bimini, and Miami. This journey blends culture, history, and relaxation.
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Paradise Tropical Island - Bocas del Toro archipelago - Island Colon

Pristine Islands of the Bahamas & the Panama Canal

11 Days from $24,990
Join an 11-day cruise from Nassau to Panama City on the Scenic Eclipse, exploring the Bahamas' clear waters and vibrant island cultures. Experience highlights like Pig Beach and the Panama Canal, blending leisure with cultural discovery.
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Caribbean Small Cruise Ships & Sailboats

Top 4 Ships Cruising the Caribbean for 2026-2027

Caribbean Small Cruise Ships & Sailboats
Ship Exterior

Le Ponant

from $7,180
This sleek, expertly designed 88-metre-long and 56-metre-high three-master is one of the most majestic yachts in the world. In an age when everything is becoming computer controlled, it shines the spotlight back on the more manual, skilful art of sailing, combined with comfort, elegance, exclusivity and sustainability.
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Sea Cloud Spirit

Sea Cloud Spirit

from $6,995
Sea Cloud Spirit is a modern and elegant windjammer with occupancy for 136 guests and a crew of 85. It gives you an amazing opportunity of traveling with a high comfort level and enjoying the best panorama views.
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Star Flyer/Star Clipper Exterior

Star Clipper

from $1,030
Star Clipper is a 170-passenger vessel designed to provide a unique traveling experience unlike any other cruise vacation. Step aboard and discover a new age of sailing, where the traditions of the past are happily married to the comforts and amenities of the present day.
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Emerald Azzura

Emerald Azzurra

from $6,995
As Emerald's first-ever ocean superyacht, the luxurious Emerald Azzurra is designed to take up to 100 passengers sailing along the Adriatic Coast, Red Sea, and the Eastern and Western Mediterranean.
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All Caribbean Articles

Caribbean Travel Guide

Snorkel and dive in the clear waters of the Caribbean

Caribbean Island Guide

Explore the best Caribbean islands for luxury travel, pristine beaches, culture, adventure, and exclusive experiences. From St. Lucia to Turks & Caicos, the Bahamas and even Aruba, find your perfect island getaway.
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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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Relax on the beaches of St. Maarten

Caribbean Cruise: When to Go?

Find the best time for Caribbean cruises on a small ship or sailboat. Determine the best month for a Caribbean cruise depending on your preferences for budget, activities, and weather.
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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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All Caribbean Videos

Caribbean Videos

All Caribbean Travel Stories

Inspiring Caribbean Stories

Arabella Aft

Spanish Virgin Islands Cruise on the Arabella
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Sunset over the Liberty Clipper

Honeymoon Sailing in the Bahamas
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Jeff R.
Islands of the Caribbean
Caribbean

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