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“Perfect way to wrap up the weekend!”

Charleston Sailing Adventures
Certificate of Excellence
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Attraction details
Owner description: 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.
Reviewed April 15, 2016

I went for a Sunday sunset sail with a couple of friends and our sail was the perfect way to wind down and relax after a busy weekend! Brian is an impressive captain -- friendly, knowledgeable, and clearly experienced. He made everyone feel welcome and safe, told us about the different landmarks and wildlife as we cruised along. There was another couple on the tour that we got to chat with, but there was also enough room that we all felt comfortable doing our own thing. They had brought some wine and sat on the trampoline and enjoyed their date night (there is a cooler for BYOB and snacks). For tourists and locals alike, this is a beautiful, relaxing, generous tour, well worth the time and price. I totally recommend it!

1  Thank Betsy P
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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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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83 - 87 of 263 reviews

Reviewed April 14, 2016 via mobile

As a Charleston resident, I'm always looking for new ways to experience the city, and sailing with Captain Brian is one of my favorites. He's so personable, easy to talk to, fun, and informative! When friends and family come to visit, going for a sail together is on the top of my to-do list! Guaranteed to make lasting memories - especially at sunset. As a local, I consider sailing with Charleston Sailing Adventures a must-do!

1  Thank Casey C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed April 10, 2016

Not only was Prevailing Winds a beautiful sail boat, it was also a peaceful form of transportation to experience the Charleston Harbor's beauty. Captain Brian was very personable, for he took great efforts sharing facts about the harbor's history and the surrounding wildlife. Every angle of the sail boat provided a picture perfect experience; looking forward to another sail to "sea" a 360 degree view of Charleston!

1  Thank ShaiSalo
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed April 6, 2016

We took our two daughters out on an evening sail with Captain Brian. The girls had a great time laying on the trampoline on our very enjoyable sunset sail. Lovely views of the harbor. Highly recommend for a an early evening activity in Charleston!

1  Thank YorkieMexicoCity
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Reviewed April 5, 2016 via mobile

This experience was perfect!! I'm an aspiring sailor and it fed my passion. I really enjoyed the sailing - exploring of the island - really everything about the day. Our Skipper was awesome and the weather was perfect. What else can one say - two thumbs up - definitely worth the price!!

2  Thank Michael C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
B H, Owner at Charleston Sailing Adventures, responded to this reviewResponded April 8, 2016

Hey y'all! Glad you had a great time. Thanks for the suggestions on the sailing videos!

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

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