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Charleston Sailing Charters

Luxury Sailing Charters in Charleston, SC

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Choose Your Experience

From 400/hr

The boat you want if you have more than 6 passengers.  The party boat Kismet is Charleston’s premier private yacht for large family groups, bachelorette, birthday and corporate parties for up to 23 passengers.  We offer swimming trips including water hammocks for lounging in the water at anchor.  Bachelorette’s favorite boat for summer fun!  Trips up to 4 hours.

From $499 $400

Private motorboat rides on the Southern Charm, our beautiful Scout 235.  Cruise the harbor and stop at secluded beaches for sunbathing, swimming,  shelling and fossil hunting.  3 to 4 hour day trips and 2 hour sunset cocktail cruises available daily.  Add on beach accessories including towels, beach chairs, cabana, available for the ultimate experience.

Why Charleston Sailing Charters LLC ?


When you sail with us, you’ll immediately see what makes us different. From checking in, to setting sail, then returning safe and sound, we strive to provide an incredible experience for every single person who climbs aboard. Our professional, certified, and fun crew go the extra mile to ensure we provide 5-star service on every sail or cruise!

Our award winning fleet of yachts are of the finest quality and kept to the highest standards. Fate and Mystique are the largest sailboats available for Charter in all of Charleston at 43ft and 50ft, only allowing 6 passengers is not a function of size but regulations set by the coast guard. The motor yacht Kismet is in a class of its own, while most competitors have pontoon boats, Kismet is a true picnic boat motor yacht with class and style capable of carrying 23 passengers and allowing swimming. Our Scout Runabout, Southern Charm is the perfect vessel to explore isolated island beaches or just cruising in style.

Whether you are looking for an action-packed sailing race adventure, craving a relaxing afternoon cruise soaking in the warm Charleston sun lounging on the bow, shark tooth hunting on a barrier island, partying with your bachelorette party on Kismet or making some new memories while marveling at the gorgeous sunset. Whatever you are into, we can accommodate with plenty of southern charm to go around.

Charleston Sailing Charters is Charleston’s #1 overall activity and is in the top-performing 10% of all businesses worldwide on TripAdvisor, with over 10,000 satisfied guests per year. Forbes Travel Guide has also listed Charleston Sailing Charters as one of the top 5 romantic things to do in Charleston! Book early to guarantee your place on one of our beautiful yachts, we can’t wait for you to join us for an unforgettable experience.

Our Fleet

a large sailboat in a body of water
Sailing Yacht Fate

Fate is Charleston’s Flagship private sailboat, at 50ft long she has 2 large staterooms with queen beds, and two full bathrooms plus full galley. We can accommodate up to 6 guests plus crew of two. Fate is equipped with all the creature comforts and amenities that you would have on any first class yacht.

a small boat in a body of water
Sailing Yacht Mystique

Mystique is Fates sistership and nearly identical to Fate in every way. A beautiful and spacious 43ft sailboat with two bedrooms, two heads, full kitchen and large cockpit with ample seating for 6 guests and 2 crew. Comfortable for year round sailing in South Carolina and we’re always ready to get out on the water!

a small boat in a large body of water
Luxury Party Yacht Kismet

Have more then 6 passengers and having a hard time finding a boat that will accept your group? Our yacht Kismet can hold up to 23 passengers in your private party. Luxury tours start with a minimum of 2 hours, rates vary by group size. Perfect for wedding parties, corporate events, family outings and the most popular Bachelor / Bachelorette party boat in Charleston, SC!

a group of people on a boat in the water
Runabout Southern Charm

Southern Charm is the perfect vessel for exploring nearby island beaches, shelling, shark tooth hunting or add a beach cabana and chairs and relax on a secluded beach all to yourself. A beautiful Scout 235 Sportfish equipped with an amazing JL audio sound system and small bathroom. Add on’s include beach chairs, towels, extra coolers, cabanas etc

a plate of food on a picnic table

Cater Your Experience

All of our 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.


Join The Fun!