




Sail from Historic Charleston to Kiawah Island, South Carolina
Free cancellation
Up to 24 hours
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Embark on an offshore sailing adventure with your crew
Witness the barrier islands from the open ocean waters
Experience a night sky unlike anything you have seen
Coordinate with the Captain for a fully customized journey
Full-Day Private Sailing Charter Explores Charleston Barrier Islands
A full-day sailing adventure departing from Saint Johns Yacht Harbor is offering guests a private way to explore the waters south of Charleston. The experience combines coastal sightseeing with the freedom of a personalized charter at sea.
Before departure, guests are able to stock the onboard galley with their preferred food and beverages, ensuring a fully customized journey. Once prepared, the crew secures all gear as the vessel sets sail into open coastal waters.
The route takes passengers past barrier islands and scenic stretches of shoreline, offering opportunities to enjoy the sun, swim in the ocean, and take in the natural surroundings. The relaxed pace allows for extended time on the water with friends or family.
Designed for comfort and flexibility, the charter includes support options such as seasick bands upon request. The experience is focused on relaxation, adventure, and enjoying the coastal environment in a private sailing setting.
Full-Day Private Sailing Charter Explores Charleston Barrier Islands
A full-day sailing adventure departing from Saint Johns Yacht Harbor is offering guests a private way to explore the waters south of Charleston. The experience combines coastal sightseeing with the freedom of a personalized charter at sea.
Before departure, guests are able to stock the onboard galley with their preferred food and beverages, ensuring a fully customized journey. Once prepared, the crew secures all gear as the vessel sets sail into open coastal waters.
The route takes passengers past barrier islands and scenic stretches of shoreline, offering opportunities to enjoy the sun, swim in the ocean, and take in the natural surroundings. The relaxed pace allows for extended time on the water with friends or family.
Designed for comfort and flexibility, the charter includes support options such as seasick bands upon request. The experience is focused on relaxation, adventure, and enjoying the coastal environment in a private sailing setting.
- luxury sailing yacht
- Two USCG Licensed Master Captains
- Sailing Auxillary
- Spacious Cockpit
- Fully stocked galley
- Food and beverages
- Overnight bag
- Gratuities
$ 1600
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This activity is managed by our trusted partner FareHarbor.
Additional taxes and fees may apply — total shown at checkout.
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Activity Provider: Sundog Sailing Charleston
Customer Reviews

We hired Captain Jack on a whim later in the week of our vacation, and he did not disappoint! We have three younger children and he was great with them. We saw a significant number of dolphins on our trip, and he was very knowledgeable of the wildlife and local landmarks. We will definitely sail again with him in the future.

We had an amazing time on Captain Jack's sail boat. He is very knowledgeable about the area and also has been sailing for a long time. Seeing dolphins leap right next to the boat was truly surreal. We were on the boat for 2.5+ hours and sailed through the beautiful sunset. 10/10 experience.

Cruised on a beautiful day in April on Captain Jack’s sail boat. There were 4 of us friends on the cruise. We left the dock and raised the sails. Within 20 minutes we saw dolphins all around us. Captain Jack navigated us to a spot where the fish were running and we saw multiple pods of dolphins. We circled them for close to an hour. We received a good understanding of the geography and history of the area. Captain Jack made us feel safe and shared the pride of his boat.












