10 Wharfside St, Charleston SC (843) 277-9019

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Passengers relaxing on Double Fun with Prevailing Winds in background

Passengers relaxing on Double Fun's beanbags

First Mate Matt and passenger raising the mainsail

All trips are BYOB! Feel free to use our coolers!

Double Fun sailing with Cooper River bridge in background

Prevailing Winds sailing by the French Quarter

Taking in the sights from Prevailing Winds

About

"Charleston Sailing Adventures is a locally owned and operated small business and has been offering guided sailing charters on Charleston Harbor for over 10 years. Let our local captains share their knowledge, expertise, and our beautiful city with you.

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GIFT CERTIFICATES

(843) 277-9019

We highly recommended that you purchase tickets in advance as trips often sell out. Gift Certificates are available. Contact us if you have any questions.

Featured Tours

Sunset Harbor Sail

Our most popular trip! End the day with a beautiful sunset sail through Charleston Harbor! This is a public sail.

Private Daytime Charter

Privately charter the Prevailing Winds for up to 6 guests or Double Fun for up to 24 guests for an exciting cruise through Charleston Harbor!

Ratings & Reviews

Copyright Charleston Sailing Adventures

Home
Sails
Photos
About
FAQ
Contact
Book Now!
GIFT