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Charleston Sailing Charters

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When you sail with us, you’ll immediately see what makes us different. From checking in to setting sail, and 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 goes 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 you 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.

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The City Site, LLC 334 East Bay Street #201 Charleston, South Carolina 29401

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(843) 296-6966

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Charleston Sailing Charters

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Boat charters

Review Highlights

“ The service and captaining were excellent as well, Dustin and Daniel made sure we were well taken care of. ” in 11 reviews

“ Scott runs a very tight operation, is very knowledgeable about the area, and is a great person to have a conversation with. ” in 3 reviews

“ Our group had an amazing experience cruising on the Kismet with Captain Scott and First Mate Monique. ” in 6 reviews

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17 Lockwood Dr

Charleston, SC 29401

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About the business.

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Charlestons most popular 5 star private charter yacht , Fate. The #1 activity on TripAdvisor 2 years running. Enjoy the sights and sounds of the Charleston harbor aboard Fate, a professionally maintained Beneteau 49 and the New high capacity motor yacht Kismet for groups up to 16 guests. Fate can accommodate private parties of up to 6 passengers with daysails starting at $499 for three hours and $175 for each additional. Kismet can hold up to 16 guests, pricing starts at just $400 per hour for smaller groups, Charleston's #1 Bachelorette party boat! Also great for birthdays, anniversary's, wedding parties, engagements, and business activities. Join us for exciting yacht racing during the weekly races on the Charleston Harbor. Fate Sails year round in the Charleston Harbor and also offers overnight stays and extended multi-day trips down the coast. Give us a call and have an experience of a lifetime! Professional photography can be scheduled for your trip to capture every moment of your special occasion. Gourmet catering is available for lunch and dinner with excellent options to choose from. …

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My wife and I had an amazing trip with Capt Scott and his deckhand Grace. We did a harbor cruise, and it was a great experience. Scott runs a very tight operation, is very knowledgeable about the area, and is a great person to have a conversation with. Grace was also a very knowledgeable sailor, and very attentive to our every need. I highly recommend a trip with Charleston Sailing Charters. We will definitely be back. Connor T.

Our group had an amazing experience cruising on the Kismet with Captain Scott and First Mate Monique. Tons of background and history on the Charleston harbor, bridges, and nearby sights. They are super friendly and took great care of us. Highly recommended!

Wonderful cruise with fantastic staff! I would highly recommend the Kismet and Captain Scott and Monique to anyone who was looking for a fun cruise around Charleston!

This was my first sailing experience in Charleston and it was absolutely wonderful! The Captain, Dustin was professional and extremely knowledgeable. We had a small group of 5 with more than enough room for all of us. The boat Fate is absolutely beautiful and comfortable for any type of occasion you wish to celebrate. It was such a great time and I definitely recommend it!

As a local event planner, I have worked with Charleston Yachts for the last 6 years, and they ALWAYS take great care of our clients. Their boats are quite amazing -- especially the Fate sailboat and the Kismet yacht. They have so many wonderful amenities, from bathrooms on-board and non-alcoholic beverages. Their staff is very friendly and knowledgable-- and Dustin is very easy to communicate with when booking. Would highly recommend using them to get out on the water when visiting Charleston!

I seriously can't say enough good things about this private boat charter I booked for the group. They'll ask you where you'd like to go. So feel free to tell them what you'd like to see. What we booked is the Kizmet Private boat tour. As this boat will hold larger parties the sailboat can only accommodate I believe a total of 8. Check the details. This tour hour boat tour was guided by two young men. River born & raised in Charleston was immensely knowledgeable about the water, land and history of Charleston. One of the nice things you can do is order cocktails and apps or even a full meal to enjoy on the boat while you're out on the water. Talk about a relaxing & fun day. Make your reservations online for either a sailboat or Private charter. And book early! The Kizmet gets a ton of business from bachelorette parties so those bookings go fast. And check out Caviar & Bananas menu for ordering the food. Oh yeah did I mention they'll deliver right to the dock so ur cocktail is waiting for you when you board! I call that #winning. This is a must do!

Cocktailing on the Kizmet

I character Ed the gate for a private sailing with my wife and couldn't have asked for anything more. The weather was perfect, wind was perfect, we had dinner catered onboard with wine and really enjoyed each other. The view was spectacular of the sunset. Very romantic! Captain Dustin and his assistant were absolutely terrific. We WILL RETURN!!!! This is a MUST do if you are looking for something like this to do and you won't go wrong with this vessel and their crew.

See all photos from Don B. for Charleston Sailing Charters

We had a wonderful time sailing on Mystique for my birthday. The boat was gorgeous, very well maintained and had lots of space for our group of 6. Monique was absolutely the best and took great care of us. I appreciated that you could book everything online. We booked last minute and it was such an easy process. 100% recommend.

Romantic cruise, and awesome crew. They were so accommodating and catered to our every need. The booking process was easy and I can't say enough about the crew. They kept us warm, safe and happy. They were friendly and engaging - it was a most perfect date night adventure!

Booked a 2-hour private harbor tour on the Kismet with Tyler & Monique, followed their recommendation for catering by Caviar & Bananas -- outstanding, personalized service and experience. Perfect amount of time for a leisurely cruise, brunch and swim. Highly recommend.

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Charleston Sailing Charters LLC Yachts Fate, Kismet and Mystique

Booking options

• Experience luxury sailing on beautiful yachts Fate, Kismet or Mystique
• Enjoy personalized service from experienced captains and friendly crew members
• Take in stunning views of Charleston harbor while learning about the area from knowledgeable guides

Menu and popular items

Highlighted reviews, know before you go.

• Book in advance especially for popular times like sunset sails or weekends
• Consider bringing your own drinks/snacks even though some beverages may be provided onboard
• Opt for smaller group sizes for a more intimate experience on board
• Check weather conditions before booking to ensure optimal sailing conditions

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Explore nearby places

• Sullivan's Island
• Daniel Island
• Mount Pleasant
• Johns Island
• North Charleston
• Folly Beach
• the Isle of Palms
• Kiawah Island
• Goose Creek
• Wadmalaw Island
• Seabrook Island
• Summerville
• Moncks Corner
• Jacksonboro
• Edisto Beach
• Cottageville
• McClellanville
• Harbor Island

All related maps of Charleston

• Map of Charleston
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• Map of the Isle of Palms
• Map of Hanahan
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• Map of Ravenel
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• Map of Ladson
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• Map of Summerville
• Map of Huger
• Map of Awendaw
• Map of Moncks Corner
• Map of Jacksonboro
• Map of Ridgeville
• Map of Edisto Beach
• Map of Cottageville
• Map of McClellanville
• Map of Bonneau
• Map of Round O
• Map of Jamestown
• Map of Harbor Island
• Map of Cross

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Looking for day-by-day itineraries in Charleston?

Get inspired for your trip to Charleston with our curated itineraries that are jam-packed with popular attractions everyday! Check them out here:

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WE ARE OPEN YEAR ROUND - BOOK OUR CHARTERS TODAY!

Extended Sailing Charters

Exclusive vip excursion or two day adventure to seabrook island, exclusive sailing excursions.

Looking for that WOW experience?  We offer a full day Sailing/Beach package including beachside cabana with lunch, shelling and swimming excursion or a more involved two day trip to Bohicket marina near Kiawah on Seabrook Island. If you are looking for the adventure of a lifetime, an extended sailing adventure might be right right for you! We recommend booking as far in advance as possible, we are extremely busy in the summer with weekends booked months in advance. We can usually fit in an extended trip during Monday through Thursday during the summer, weekends can be more difficult to fit in during peak season.

Exclusive Full Day VIP Package

Our VIP package is a first class full day (6 hour) mid day adventure.  We sail the harbor and anchor off an exclusive island where our yacht tender and crew are waiting to transfer you to a private beach cabana.  Lunch will be waiting along with any drinks you requested.  Enjoy lunch, swim, sun bathe, or explore the beach looking for fossils for two hours.  We then transfer via our beach tender back to the sailing yacht for a two hour sail home.   Package exclusively available for our sailing yachts Fate and Mystique.  Similar packages can be set up for the motoryacht Kismet with larger parties, please contact us for details.

• Chevron down Two-Hour Sail Around Charleston Harbor

Let the gentle breeze carry you across the sparkling waters of the Charleston Harbor as you soak in breathtaking views of the historic city skyline and under the Ravanel Bridge towards our island getaway where we anchor just off the beach.

• Chevron down Beachside Shore Excursion

Transfer via yacht tender to the beach, step ashore and indulge in a luxurious beachside experience. Relax in your own private cabana, complete with comfy beach chairs, where you can unwind and bask in the sun, swim or wonder the beach in search of fossilized sharks teeth.

• Chevron down Delicious Lunch Selections

Treat your taste buds to a culinary delight with lunch provided by the renowned Caviar and Bananas. From gourmet sandwiches to fresh salads, each bite is a burst of flavor that perfectly complements your sailing adventure.

• Chevron down Refreshing Drinks

Sip on refreshing beverages as you sail, with a selection of drinks to suit every palate. Whether you prefer a crisp glass of wine/Champagne or a local micro brew we got you covered!

• Chevron down Two Hour Sail back around the Charleston Harbor

Conclude your day with a sail back through the Charleston Harbor, lounge on the deck or dance to the music celebrating a magical day in Charleston.

Book Your Adventure Today: Don’t miss out on this exclusive opportunity to experience Charleston like never before. Contact Charleston Sailing Charters and let us make your sailing dreams a reality!

• Chevron down The Details

Six passengers allowed, add up to six more passengers by booking our second yacht at the standard daily and hourly rates.

Introductory Base Price $3000 includes sailing yacht Mystique, choose Fate for an additional $500, tender and beach side cabana setup, towels and six chairs.  Add the second sailing yacht for up to six more passengers for $1,600

Food and alcohol selections purchased separately through Caviar and Bananas, the Swell Charleston and Baguette Magic and will be delivered to the yachts prior to departure and setup at the cabana including coolers with ice and your selected foods and beverages.

We add a base gratuity of 16% based on the charter fee.  Customary gratuities range from 18-20% so feel free to tip out the crew additionally if you had an exceptional time.

Tax of 6% is charged.

A 3% CC processing fee will be added to the total.

Contact Captain Dustin at 843-557-7403 for availability.

Two Day One Night Bohicket Excursion

Just outside the gates of Seabrook Island is the quiet marina where you will find many stores and restaurants including a small breakfast shop with hot coffee and homemade breakfast and the Salty Dog restaurant with classy seafood dining and live music while enjoying the sunset . We can accommodate 4 overnight guests on this trip as the captain can stay ashore for the night, this leaves you at the dock in total privacy.

The sail to Bohicket can take up to 8 hours each way so plan on a full two day adventure sailing in the open ocean on at least one leg. We usually arrive just as the sun sets and in time for dinner at one of the great restaurants.

We have two choices to get to Bohicket, we plan ahead based on prevailing winds and try and pick the offshore leg with a favorable winds (downwind sailing). Sailing downwind offshore is the most comfortable, we want you to be happy and enjoy yourself. If the winds are strong and we have to sail directly into it you would be wishing you were back on dry land. We then choose to motor the intra coastal and sail back offshore down wind.

Motoring the intra coastal is pretty amazing. You get to see what 99% of people never experience, the raw beauty of untouched lands and also the incredible homes built along the water way. The inland trip takes approximately 5 hours or so depending on currents.

The complete loop covers about 65 miles of waterway and open ocean sailing. An experience to remember and a taste of what cruising on a sailboat is all about.

With so much time on the water, you feel like you’ve traveled to a far off destination, but in reality you are just a short 30-45 minute drive from Downtown Charleston. Many guests actually plan a one way trip, debarking upon arrival or in the morning for a round of golf on one of Kiawah’s five championship golf courses (club rentals available) and stay at the  Five Star Sanctuary Hotel  on the beach which includes a wonderful spa to help you relax. See their  golf packages  for huge savings.  Black Cabs  are available for transportation back to Charleston.

Sailing Yacht Fate:  $3,495

Sailing Yacht Mystique $3,195

Dockage at Bohicket marina is $160 per night and includes water and electricity. Charter guest is responsible to pay this fee.  This fee includes access to the private bathrooms and showers at the marina.

Please contact directly for more details and availability.

• Phone: +1(843)557-7403
• Email: [email protected]

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