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Charleston Sailing Adventures

10 Wharfside St, Charleston, SC 29401-1596
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Review Highlights
Great family experience!

My teens have never experienced a catamaran expedition and Captain Brian far exceeded our... read more

Reviewed 2 days ago
jhatcher1976
,
Knoxville, Tennessee
via mobile
Romantic and Fun Charleston Date

We have had three of the private sailing adventures and it has been the highlight of our trips... read more

Reviewed 2 days ago
Korey O
via mobile
Read all 263 reviews
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Independently owned and operated, Charleston Sailing Adventures offers intimate, customized experiences in Charleston Harbor. Join us for adventure on the Prevailing Winds, our 27' Stiletto catamaran, and Double Fun, our 40' Crowther Spindrift catamaran. We host a number of trips, both public and private, and each one is BYOB! Feel the wind whip through your hair as you take in the beautiful views. Your USCG-licensed captain will tell you about Charleston’s history and the local marine wildlife as you enjoy the sunset or keep your eyes out for a pod of dolphins. Whether you’re looking for a fun adventure or a romantic cruise, we’ll make sure your sail is one to remember.
  • Excellent97%
  • Very good2%
  • Average1%
  • Poor0%
  • Terrible0%
Travelers talk about
“captain brian” (39 reviews)
“sunset sail” (34 reviews)
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Hours
Hours Today: 9:00 AM - 7:00 PM
LOCATION
10 Wharfside St, Charleston, SC 29401-1596
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"prevailing winds"
in 38 reviews
"captain brian"
in 39 reviews
"sunset sail"
in 34 reviews
"saw dolphins"
in 18 reviews
"fun sail"
in 3 reviews
"great captain"
in 8 reviews
"relaxing afternoon"
in 3 reviews
"highlight of our trip"
in 10 reviews
"small group"
in 8 reviews
"answered all of our questions"
in 3 reviews
"different perspective"
in 3 reviews
"points of interest"
in 3 reviews
"morris island"
in 5 reviews
"catamaran"
in 42 reviews
"trampoline"
in 20 reviews
"byob"
in 15 reviews
"cruise"
in 34 reviews
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1 - 10 of 263 reviews

Reviewed 2 days ago via mobile

My teens have never experienced a catamaran expedition and Captain Brian far exceeded our expectations. He is priced very competitively and we were able to learn a bit of history as well as see some dolphins during our sunset tour. Amazing experience. Don't spend your...More

Thank jhatcher1976
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 2 days ago via mobile

We have had three of the private sailing adventures and it has been the highlight of our trips! Brian and Phil are both excellent captains who are friendly, educated on the area, and also allow you to relax and enjoy the ride. We recommended the...More

Thank Korey O
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 1 week ago

This was a very relaxing end to an active day touring Charleston. Captain Brian provided a lot of history as we sailed by the sights. The catamaran was comfortably small - only 6 people on the tour. We saw a beautiful sunset and seeing Charleston...More

1  Thank Ven2chik
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded 4 days ago

It's so great that you enjoyed the tour of Charleston! Your support means so much to all of us here. Let me know if you want to come back. Best, Captain Brian

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Reviewed 3 weeks ago via mobile

The Sunset Sail was the perfect blend of relaxation and sightseeing. Brian was the BEST. 11/10. MUST DO!

1  Thank Catie B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded 3 weeks ago

So glad you were able to relax and see some beautiful Charleston sights, Catie! Join us for another sunset sail whenever you want. Best, Captain Brian

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Reviewed May 11, 2018

The perfect way to end a magnificent day in Charleston! Courteous, knowledgeable, fun and beautiful are all words that I would use to describe our sailing experience aboard the Double Fun! I would definitely recommend booking your trip ASAP! We'll be repeat customers for sure!

3  Thank Aimee B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded May 15, 2018

I'm so happy to hear you had fun on our new sailboat, Aimee! Can't wait to have you back! All the best, Captain Brian

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Reviewed April 30, 2018 via mobile

This cruise is a MUST when visiting Charleston. It was our first time to visit and we will definitely do it again! We did the sunset cruise at 6:30 pm. We saw a beautiful sunset, drank wine and even got to see dolphins up close!!...More

1  Thank mbmaxwell4
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded May 7, 2018

I'm so glad you were able to relax while we were out on the sail! We definitely had some smooth water and a beautiful sunset. Come back and see us anytime. Cheers, Captain Brian

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Reviewed April 26, 2018 via mobile

Wow! What a fun sail around the harbor with a great guide. We saw dolphins and got some great history of the sights in the harbor. Very reasonable price and a fun safe boat.

Thank Cottonfalls
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded April 30, 2018

I'm so glad you enjoyed your sail around the harbor and learned a thing or two about Charleston history! Come back any time you'd like. Cheers, Captain Brian

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Reviewed April 10, 2018 via mobile

Captain Brian was fabulous! This was my husband’s 70th birthday so I wanted to do something memorable and this definitely was. We saw many groups of dolphins during our cruise. It was cold that night, but Captain Brian supplied us with lots of blankets to...More

1  Thank C801GNdavidn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded April 19, 2018

Glad we could take you both out for your husband's special day! I love sharing the water with my guests. Thanks for braving our unusually cold spring! Come sail with us again whenever you'd like. Sincerely, Captain Brian

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Reviewed March 23, 2018 via mobile

Fabulous trip! Brian was an excellent host and provided a wonderful sailing experience , would highly recommend!

Thank Rick W
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded April 19, 2018

Thanks for the review Rick! I'm glad y'all had such a good time. Hope you can make it back out for another trip! Cheers, Captain Brian

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Reviewed December 29, 2017

I surprised my family with a cruise on the Prevailing Winds for Christmas. I didn't really know what to expect but the trip was perfect! Brian was very nice and informative. We had a wonderful time and would recommend to anyone visiting Charleston or just...More

1  Thank maryhannuh
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Brian H, Owner at Charleston Sailing Adventures, responded to this reviewResponded April 19, 2018

Thanks for the high marks. I'm glad y'all had such a wonderful time. If you're ever looking to book another sailing adventure, keep us in mind. We'd love to have you back. All the best, Capt. Brian

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