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Bahamas Sailing Trips, Adventures, & Cruises

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Sailing the Bahamas is the quintessential Caribbean escape. Explore tiny cayes, hidden bays, coves, and harbors on some of the over 700 islands in the Bahamas. In Nassau, embark  the Liberty Clipper, which never has a fixed itinerary, letting the Captain chart a course for the best wind, weather & adventures. Travelers will often explore the Exumas, an archipelago of 365 cayes and islands dotting the Caribbean Sea. Eleuthera, one of the Bahamas' Outer Islands, is 110 miles long and just a few miles wide. Explore all the Bahamas on a small ship Caribbean sailing cruise with Adventure Life. Contact one of our Bahamas sailboat cruise specialist for any questions you have about cruising the Caribbean. 

3 Best Bahamas Sailing Trips, Adventures & Small Ship Cruises for 2025-2026

Nassau Lighthouse

Caribbean Escapade

San Juan to Miami
8 Days from $7,590
Set sail on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore Grand Turk's pristine beaches and historic landmarks, discover Long Island's tranquil Gordon's Beach, and dive into San Salvador's vibrant coral reefs and historic sites. Enjoy the white sands of Emerald Bay in The Bahamas and visit Nassau's vibrant cityscape and historic sites.
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Big brown pelicans at the Florida Keys

Insider Tip for Sailing Enthusiast

Miami to Miami
10 Days from $9,635
Experience a 10-day luxury cruise exploring Eleuthera, Exumas, and Key West. Dive into vibrant cultures and stunning landscapes aboard Sea Cloud Spirit, offering unparalleled comfort and service.
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Deans Blue Hole

West Caribbean Cruise

Belize - Fort Lauderdale
11 Days from $4,380
Embark on an 11-day SH Vega cruise through the Western Caribbean. Explore Mayan ruins in Belize, relax on Grand Cayman's beaches, snorkel Montego Bay’s reefs, and visit Jamaica’s mountains. Enjoy birdwatching at Great Inagua, swim with sharks in the Exumas, and marvel at Nassau’s beauty.
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3 Best Bahamas Small Cruise Ships & Sailboats for 2025-2026

Ship NameMax PassengersFromSummary
Sea Cloud Spirit136$9635Sea 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 …
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SH Vega152$43805-star elegant Scandi-design boutique ship offers you an intimate setting from which you will be fully immersed in all the sights and scenery of your …
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Emerald Sakara100$7590Emerald Cruises brings our award-winning reputation and service to the world?s oceans and coastlines as we introduce Luxury yacht cruising on our …
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Pink sand beaches in the Bahamas

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Snorkel the warm Caribbean waters on your small ship cruise

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Discover the top 10 places to visit in the Caribbean
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Sunset over the Liberty Clipper

Honeymoon Sailing in the Bahamas

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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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