Best Bahamas Sailing Trips & Cruises - Sail the Caribbean on a Sailboat in 2025-2026

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.

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

Caribbean Escapade

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.

West Caribbean Cruise

11 Days from $5,180

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.

2 Best Bahamas Small Cruise Ships & Sailboats for 2025-2026

Trip Name	From	Days	Next Departure	Summary
SH Vega	$5,180		Jul 17, 2025	5-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 voyage. 0
Emerald Sakara	$7,590		Jul 26, 2025	Emerald Cruises brings our award-winning reputation and service to the world?s oceans and coastlines as we introduce Luxury yacht cruising on our brand new, innovative superyachts, custom-designed to allow unique access to the fascinating ports and harbors only small yachts can reach. 0