Charleston Sailboat Charters, operating as Mental Heeling Sailing, was founded by Captain Jay Keeney with a simple mission: to make the joy and freedom of sailing accessible, safe, and meaningful for everyone. Whether guests want a peaceful private sail to celebrate a special occasion, a memorable group charter with friends, or a summer sailing camp for their child, the business is built around the therapeutic power of wind and waves.
Every Mental Heeling charter takes in views of the historic Charleston Battery, the Ravenel Bridge, Castle Pinckney, Sullivan’s Island Lighthouse, the Yorktown Aircraft Carrier, and Fort Sumter along the way. Both group charters and private charters are available, giving guests flexibility depending on party size and the kind of experience they’re after.
A standout offering is Mental Heeling’s Summer Sailing Camp, designed for kids ages 7-14 (called “Mates”), giving them the chance to unplug, explore, and learn through hands-on sailing, safety training, science, history, and navigation, capped off with a celebratory camp graduation — a genuinely unique experience for young sailors.
With 161 reviews at a 4.9 average, Charleston Sailboat Charters has built a strong reputation as a meaningful, accessible way to experience sailing in Charleston, whether for a special occasion, a group outing, or a child’s first taste of life on the water.
For anyone in Charleston looking for a private or group sailing charter, or a genuinely unique summer sailing camp for their kids, Charleston Sailboat Charters (Mental Heeling) offers a highly reviewed operation with Captain Jay Keeney.
