Charleston’s #1 Sailing and Yachting Experience

Step aboard and discover why Charleston Sailing Charters is the top-rated activity in Charleston. From the moment you arrive to the final moments of your cruise, our professional, certified crew is dedicated to delivering an unforgettable 5-star experience for every guest.

Our award-winning fleet features some of the largest and most beautiful charter yachts in Charleston, including the 43’ Fate and 50’ Mystique. While limited to six passengers due to U.S. Coast Guard regulations, these spacious yachts provide a comfortable, private sailing experience unlike anything else in the harbor.

Looking for something bigger? Our stylish motor yacht Kismet accommodates up to 23 passengers or the beautiful sailing catamaran Serendipity with 18 passengers,  both are perfect for bachelorette celebrations, parties, and swimming cruises.

For island adventures, Southern Charm is ideal for exploring secluded beaches, shark tooth and fossil hunting, or pair it with one of our sailing yachts for full day of sailing and beach excursion together!  Our VIP 6 hour sail with beach excursion is a great Below Deck style getaway that you will never forget.  Give us a call and see we can set up for you!

Whether you’re planning a romantic sunset sail, bachelorette party, island adventure, or relaxing harbor cruise, we have the perfect experience waiting for you.

With 10,000+ happy guests each year, Charleston Sailing Charters is ranked in the top 10% of attractions worldwide on TripAdvisor and has been featured by Forbes Travel Guide as one of the most romantic things to do in Charleston.

Spots fill quickly—book your sail today and experience Charleston from the water.

All of our yacht charters are BYOB and food, we do offer complementary bottled water, soft drinks and sell wine by the bottle. Catering options are also available to make life easy on you, offerings from simple charcuterie to full salmon and filet dinners can be provided through our favorite company Caviar & Bananas.