Charleston Sailboat Charters

Welcome Aboard Mental Heeling

Founded by Captain Jay Keeney, Mental Heeling Sailing was born from a simple mission: to make the joy and freedom of sailing accessible, safe, and meaningful for all. Whether you’re seeking a peaceful private sail to celebrate a special occasion, planning a memorable group charter with friends, or enrolling your child in a hands-on summer sailing camp, we’re here to guide the way.

Our charters are more than just time on the water—they’re a chance to reset, reconnect, and experience the therapeutic power of wind and waves. We can’t wait to welcome you aboard.

All Mental Heeling Charters Include:

2.5 to 3 hours on the boat
Bottled Water & Ice
Snacks
Views of the historic Charleston Battery, Ravenel Bridge, Castle Pickney, Sullivan’s Island Lighthouse, Yorktown Aircraft Carrier, and Fort Sumter

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Give your child the chance to unplug, explore, and learn through hands-on sailing, safety training, science, history, and navigation, including a celebratory camp graduation. Designed for Mates ages 7–14, this is a summer experience they’ll never forget!