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We offer Sunset Cruises and relaxing guided trips along the amazing waterways in and around the coastal islands of Charleston. Hop aboard on this 50ft Luxury Sailing Yacht “Windchaser” with 2 US Coast Guard Master Captains and enjoy your favorite food & beverages with your crew!
We provide custom private sunset cruises for the best view of the Charleston skyline as the colors slowly fade into the evening. Watch dolphins, seabirds, and wildlife for superb photos and an unforgettable experience on the water in Charleston!
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
Charleston
Experience a relaxing guided trip along the amazing waterways in and around the coastal islands of Charleston. Set sail aboard the 50 ft Luxury Sailing Yacht "Windchaser” with your 2 US Coast Guard Master Captains and enjoy your favorite food & beverages with your crew! BYOB or have it catered by one of our local catering companies we can offer from which you may choose. The skyline of Charleston is not to be missed from the water, a view of the churches, historic waterfront homes and the wildlife the enchanted waterways support is an experience like no other. Truly unique as we get to open a drawbridge and pass like a true sailing cruiser along the southeastern US!
Battery & White Point Gardens
We offer private custom sailing charters along the historic Charleston Battery. Sightsee the waterfront homes of the enchanted waterways of Charleston relaxing from the spacious cockpit of your own chartered yacht. Windchaser is the largest luxury sailing charter yacht in Charleston. Experience the city skyline from the deck of a sailing yacht for a truly memory of a lifetime. BYOB or choose a local catering company for an enhanced sailing experience in Charleston.
Guided Sunset Cruise
For a full refund, cancel at least 24 hours before the scheduled departure time.
3 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
Happiness47881605555,28 thg 5, 2026
- Đánh giá từ Tripadvisor
Amazing experience! Jen and Janet were very knowledgeable and friendly! I definitely recommend. As group of just girls going we felt very safe!! Very nice boat as well


HospitalityCat4,16 thg 3, 2026
- Đánh giá từ Tripadvisor
Our private sunset cruise was the highlight of our trip! (Note: departure location is Charleston’s St. John’s Yacht Harbor.) Captains Jen and Janet were terrific hosts—professional, personable, and confident. They truly have a passion for sailing, and we enjoyed the vast knowledge they shared about their beautiful yacht, their sailing experiences, and navigating the water. The memories we made were worth every penny and will be cherished. Highly recommend!

530mega,1 thg 1, 2026
- Đánh giá từ Tripadvisor
We had planned a power boat tour but ended up with the luxury 50 ft sailboat sunset cruise and it was incredible. It was the perfect way to end 2025 and welcome 2026. It was cold, but we were completely cozy in the fully enclosed cockpit of the beautiful boat. Do not worry about cold when booking this activity - just dress appropriately and relax in the very capable hands of Captains Jen and Janet. We saw the beautiful Charleston harbor, went under a drawbridge, and even saw dolphins! Additionally, we actually sailed! Captains Jen and Janet are incredible hosts and excellent sailors. I cannot recommend this enough, and look forward to doing it again when we return to Charleston.

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