Private Charleston Harbor Sailing Cruise

94 Reviews | Charleston, USA

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2 hours 30 minutes (Approx.)
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We are a family owned luxury sailing charter business. Come enjoy a BYOB day of sailing and seeing the historic sites of Charleston from the water on one of our sailboats. We offer hourly, daily, or customized tours according to your desires for up to 6 guests maximum (USCG Rules & Regulations). Sit back and relax while a professional crew caters to your every need on your private yacht. We offer 2 boats to choose from (32ft and 36ft). All tours are 2.5 hours in length and circle the entire Charleston harbor before returning to the docks where you boarded the vessel. Bring your favorite beverages, a picnic, or you can also request gourmet catering to fit your desires. A professional photographer can be requested. If you are looking for a romantic evening we can accommodate with a beautiful sunset sail! We want to make sure you have the 5 star experience you deserve and will do everything we can to ensure this. Book now to enjoy the Charleston views from your privately chartered yacht!



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94 reviews

Average 5.00 out of 5 stars based on 94 verified reviews from Cool Destinations and TripAdvisor

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Bluff99, Nov 2022 Verified
Captain Wit was excellent. Very safety oriented and an excellent fund of knowledge regarding the Charleston harbor. We had a relaxed and enjoyable sail. As weather changed he adjusted well and it was a very relaxed sail.It was a highlight of our visit and provided a great escape.Safety was foremost and that is critical. They met us at the doc and guided us to the yacht. They provided an umbrella as we were leaving since a storm was coming in and would pick it up later at the hotel.
Gloria_C, Nov 2022 Verified
Relaxing cruise in the harbor with a beautiful sunset backdrop to our photos. Wit, and his first mate Crystal, were hospitable & very friendly. Such a lovely adventure.
Jill_H, Oct 2022 Verified
Captain Wit was awesome! This was a special trip with friends and the Sail was our last night in town. We absolutely LOVED our sail and only wished it was longer. Captain Wit also shared so much great history of the area. Highly recommended!
N8354WEloriw, Oct 2022 Verified
We had a beautiful sunset sailboat cruise to end our long weekend in Charleston. Captain Wit and his first mate shared their amazing yacht with us. The cozy beanbags and hospitable staff made for a wonderful evening. It was the favorite part of our trip!
DurableDave, Oct 2022 Verified
Back in May my wife and I sailed with Captain Wit on his beautiful 36 foot sail boat and vowed that going forward when we returned to Charleston this is one experience we would DEFINITELY repeat. Well we fortunately did not have to wait very long as last month found us once again in that beautiful city. This time we booked a sunset cruise, and were once again thoroughly delighted with the experience. The harbor, the boat and Captain Wit combine to make the 2 and a half hour excursion appear to pass in minutes! As with all good times, when it was over we were left wanting more! We look forward to repeating this charter anytime we find ourselves in the Charleston area. It is a magnificent way to enjoy the harbor! I cannot recommend it strongly enough! Thank you Captain Wit for providing my wife and I such a delightful time!
GabbaGrg88, Sep 2022 Verified
We luckily got on the schedule for this amazing experience. With a total of four friends, this private few hours was a perfect day on the water. Whit was very hospitable, personable and informative. Make time to do this with loved ones or friends while in Charleston. You won’t regret it.
Carlos_S, Sep 2022 Verified
One of the best experiences we’ve had in Charleston after several years of visiting this amazing town. Wit and the crew were amazing and made it so relaxing to simply sail all worries and stress away.
Pam D, Sep 2022 Verified
We enjoyed a great sunset sail with Wit as our captain, Holly as first mate, and Popsicle as both first dog & dolphin lookout. We will be back for more fun in the sun and on the water!
stephaniehA7762PO, Sep 2022 Verified
We enjoyed a 2.5 hour mid day cruise in early September! Weather was perfect, Captain personable, knowledgeable, attentive and a genuine good guy who loves what he does! Boat was very clean and perfect size for our group of 5 and had everything we needed to have a great day on the water. Grab some friends, drinks and snacks and put this on your must do list when in Charleston! Highly recommend!
erinheilig, Sep 2022 Verified
Absolutely fantastic day out. Cap’n Wit was a great host, flexible and accommodating in every way. This was the highlight of our trip to Charleston.

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Product code: C-265456P1

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