#1 Rated on TripAdvisor since 2010 - Save 10-20% by booking direct!
Fate is Charleston’s Flagship private sailboat, at 50ft long and Mystique 43ft, they both have 2 large staterooms with queen beds, and two full bathrooms plus full galley. We can accommodate up to 6 guests plus crew of two. These beautiful yachts are equipped with all the creature comforts and amenities that you would have on any first class yacht.
Serendipity is our latest yacht, a 38ft Maine Cat performance Catamaran. With room for 18 passengers she’s is Charleston’s premier sailing catamaran for large parties (and bachelorette party favorite!) who wish to sail, swim and have the best time on the water in Charleston. Comfortable for year round sailing in South Carolina, we’re always ready to get out on the water!
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!
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
When you sail with us, you’ll immediately discover what sets us apart. From the moment you check in to the time we return safely to the dock, our goal is to create an unforgettable experience for every guest who steps aboard. Our professional, certified, and welcoming crew goes the extra mile to deliver exceptional, 5-star service on every sail and cruise.
Our award-winning fleet features some of the finest yachts in Charleston, all maintained to the highest standards. Fate and Mystique, at 43 and 50 feet, are the largest sailboats available for charter in Charleston. While these vessels could accommodate more, we limit capacity to six passengers in accordance with U.S. Coast Guard regulations to ensure safety and comfort.
Our motor yacht Kismet stands in a class of its own. While many competitors operate pontoon boats, Kismet is a true picnic-style motor yacht—elegant, spacious, and capable of carrying up to 23 passengers, with opportunities for swimming along the way. For guests looking to explore Charleston’s hidden gems, our Scout runabout, Southern Charm, is perfect for cruising in style or visiting secluded barrier island beaches. The newest addition to our fleet is Serendipity, a stunning performance catamaran and a true commercial vessel legally permitted to carry up to 18 passengers.
Whether you’re seeking an exciting sailing adventure, a relaxing afternoon lounging in the warm Charleston sun, shark tooth hunting on a barrier island, celebrating a bachelorette party aboard Kismet, or simply creating unforgettable memories while watching a breathtaking Lowcountry sunset—we have the perfect experience for you, always delivered with plenty of Southern charm.
Charleston Sailing Charters is consistently ranked as Charleston’s #1 overall activity and is in the top 10% of attractions worldwide on TripAdvisor, welcoming over 10,000 happy guests each year. Forbes Travel Guide has also named Charleston Sailing Charters one of the Top 5 Most Romantic Things to Do in Charleston.
Book early to secure your spot on one of our beautiful yachts—we can’t wait to welcome you aboard for an unforgettable 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.
Now offering an exclusive full day Sail with lunch on a secluded beach! Sail for an hour or two then transfer to the beach for lunch in a private cabana with beach chairs and fully catered gourmet seafood spread.
Private motorboat rides on the Southern Charm, our beautiful Scout 235. Cruise the harbor and stop at secluded beaches for sunbathing, swimming, shelling/fossil hunting and get up close to dolphins. 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. Are you a Fan of the Netflix Outer Banks series? We can personalize your tour to see all the filming locations on the harbor.
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Enjoy a morning sail, best for viewing dolphins, the calm water and light winds are very peaceful and makes dolphin sightings easier! A great time for catered or BYOB brunch with mimosas and bloody marys! Catering options are available through Caviar and Bananas.
Learn MoreA great way to experience sailing and to see the city and explore more of the harbor. Stronger winds usually pick up after noon and give us more speed helping the boat go a little faster and is a bit more exiting! Crewed with a Captain and first mate our charters are always a private first class experience!
Learn MoreThe most popular and first to sell out are the sunset charters. The sun sets over the harbor creating amazing sunsets you wont soon forget. Get dressed up or come casual, have it catered with charcuterie or a full dinner spread, the options are endless with Charleston’s premiere sailing experience!
Learn MoreCharleston’s premiere catamaran sailing charter! A great way to experience sailing and to see Charleston and explore the harbor. Crewed with a Captain and first mate our charters are always a private first class experience!
Learn MoreThe 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.
Learn MorePrivate motorboat rides on the Southern Charm, our beautiful Scout 235. Cruise the harbor and stop at secluded beaches for sunbathing, swimming, shelling/fossil hunting and get up close to dolphins. 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. Are you a Fan of the Netflix Outer Banks series? We can personalize your tour to see all the filming locations on the harbor.
Learn MoreSunset sail with bonus yacht race, you’ll never have a better time on the water! Every Wednesday starting in May through August departing at 5:15pm and returning at 8:30pm. The most fun you can have with your clothes on!
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