Sail offshore from Charleston and anchor overnight near Kiawah Island
24 hours
Up to 6 people
50-ft yacht, 2 captains, galley
Set sail offshore from Charleston aboard a 50-foot yacht and view barrier islands from the water. Share an overnight sailing adventure with your crew near Kiawah Island.
Receive a full refund with at least 24 hours' notice. No refunds within 24 hours of departure, and no-shows are charged the full price. Receive a full refund if the operator cancels due to weather or other unforeseen circumstances.
The sense of teamwork and accomplishment of working together to sail to another island south in latitude and enjoy the quality time spent with your crew for a truly unique experience for memories of a lifetime!
St. John's Yacht Harbor, 2408 Maybank Hwy, Johns Island, SC 29455
Captains Janet and Jen have created something special here with their woman-owned sailing operation. The reviews paint a picture of two professionals who genuinely love what they do and know how to share that passion with guests. They prioritize safety while keeping the atmosphere relaxed and fun, making everyone from first-time sailors to bachelorette parties feel completely at ease on the water. What stands out most is the personal touch. The captains take time to explain interesting details about Charleston's waters and marine life, they're approachable and friendly, and guests consistently mention feeling welcomed rather than just shuttled around. The boat itself gets high marks for being well-maintained and comfortable. Several families mention bringing kids who had a blast, while others rave about romantic sunset cruises with drinks. The experience seems equally suited to celebrations, family outings, or anyone checking sailing off their bucket list for the first time.
We had an incredible sunset cruise with Captains Jen and Janet. It was our favorite thing on our girls weekend to Charleston. I’ve done a decent amount of boat tours when vacationing, as I love to get out on the water, and this one was excellent. The boat was beautiful and Captains Jen and Janet were knowledgeable and friendly. It was such a relaxing and enjoyable ride. Couldn’t recommend more! Next time in Charleston, I would hands down do this again!
Kenly Fischer
July 6, 2026
We had an incredible sunset cruise with Captains Jen and Janet. It was our favorite thing on our girls weekend to Charleston. I’ve done a decent amount of boat tours when vacationing, as I love to get out on the water, and this one was excellent. The boat was beautiful and Captains Jen and Janet were knowledgeable and friendly. It was such a relaxing and enjoyable ride. Couldn’t recommend more! Next time in Charleston, I would hands down do this again!
Kenly Fischer
July 6, 2026
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