Charleston Sailing Adventures

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Charleston Sailing Adventures Come experience the adventure of sailing! The 27' Prevailing Winds offers private sailing charters for up to 6 passengers. Contact us today to book!

Charleston Sailing Adventures offers small group sailing experiences aboard our catamarans Prevailing Winds and Double Fun. The 40' Double Fun also offers private sailing charters, but for groups up to 24 passengers! Double Fun also hosts our daily public sunset sail (most popular). All trips depart from the Charleston Maritime Center, located in historic downtown Charleston. Passengers often enjoy up-close sightings of dolphin, birds, sea turtles, and more, all while gliding silently by under sail. All tours are professionally guided by USCG licensed Captains and can include narration on local marine wildlife, environmental ecology, and Charleston's amazing sights and history.

10/14/2026

Does it get better than this? (Spoiler - no, it doesn’t) ✨

We're blushing. ☺️ But we can't help it, we love what we do! And we love hearing from you. If you’ve sailed with us, lea...
09/30/2026

We're blushing. ☺️ But we can't help it, we love what we do! And we love hearing from you.

If you’ve sailed with us, leave an honest review and let us know how we can keep improving!

Charleston has some regular locals, and they love company. Dolphins (or porpoises) tend to show up mid-sail — a fin here...
09/29/2026

Charleston has some regular locals, and they love company. Dolphins (or porpoises) tend to show up mid-sail — a fin here, a splash there, sometimes a whole pod cruising right alongside the boat. Come see who might show up on your sail.

09/24/2026

We take our sunset spotting seriously around here. The rest? Not so much. 🌅

Dinner and a movie is fine. A private sail at golden hour is better. Whether it's a first date or your 20th anniversary,...
09/21/2026

Dinner and a movie is fine. A private sail at golden hour is better.

Whether it's a first date or your 20th anniversary, there's nothing like Charleston Harbor at sunset to make it memorable. Book a private charter for two on Prevailing Winds, pack a picnic, and enjoy an unforgettable evening.

https://www.charlestonsailingadventures.com/

Sunset sails are better with friends 💛🧡🌅
09/18/2026

Sunset sails are better with friends 💛🧡🌅

Exhibit A: why we keep doing what we do ⭐️⭐️⭐️⭐️⭐️If you’ve visited, tried, or explored with us, leave an honest review....
08/31/2026

Exhibit A: why we keep doing what we do ⭐️⭐️⭐️⭐️⭐️

If you’ve visited, tried, or explored with us, leave an honest review. We love hearing what we’re getting right and where we can keep improving.

https://www.google.com/search?q=charleston+sailing+adventures&rlz=1C5CHFA_enUS1022US1022&oq=charlest&gs_lcrp=EgZjaHJvbWUqBggAEEUYOzIGCAAQRRg7MgYIARBFGDkyBggCEEUYOzIGCAMQRRg7MgYIBBBFGDwyBggFEEUYPDIGCAYQRRg8MgYIBxBFGDzSAQc3OTVqMGo0qAIAsAIA&sourceid=chrome&ie=UTF-8 =0x88fe7a73856d93c3:0xff959092de86d398,1,,,,

Address

10 Wharfside Street
Charleston, SC
29401

Opening Hours

Monday 9am - 7pm
Tuesday 9am - 7pm
Wednesday 9am - 7pm
Thursday 9am - 7pm
Friday 9am - 7pm
Saturday 9am - 7pm
Sunday 9am - 7pm

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