Sail Charleston your way on a 6-hour private charter
6 Hours
Up to 12 people
Ice, Bottled water, Ginger ale
Plan a personalized 6-hour day on the water with your crew in Charleston. Sail to a barrier island or head to offshore waypoints, with time to anchor, swim, and relax on a 50 ft charter sailing yacht.
A customary 20% tip is expected. No spray sunscreen or carrot-based organic sunscreen, and no red wine.
Full refund up to 5 days before departure. Full refund with 24 hours notice. Full refund if the operator cancels due to weather or other unforeseen circumstances. No refund within 24 hours of departure; no-shows charged full price.
Bring food and beverages of your choice (alcohol or non-alcohol). Also bring sunglasses, sunscreen and lip protection (lotion preferred), a hat, and comfortable non-marking shoes.
Do not bring spray sunscreen or carrot-based organic sunscreen, and do not bring red wine.
Your sail includes ice, bottled water and ginger ale, plus cups, plates, cutlery, a corkscrew, and a bottle opener.
Charleston, South Carolina, U.S.A.
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
Cruise Charleston’s barrier islands on a private captained boat for up to 6 guests
Private boat trip to Sullivan’s Island Lighthouse for up to 6 guests
Private wildlife boating tour with a marine biologist in Charleston
Private Charleston sunset cruise for up to 6 guests
Sail offshore from Charleston and anchor overnight near Kiawah Island
Sail at sunset, anchor overnight, and return by 9am