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.

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

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

Trip Name	From	Next Departure	Summary
SH Vega	$2,480	Mar 26, 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
Sea Cloud Spirit	$4,850	Mar 26, 2025	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. 0
Emerald Sakara	$7,590	Mar 29, 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