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Charter a Sail on Mental Heeling

There’s no better way to experience Charleston than to view it from the Harbor.

Established in 2015, Charleston Sailboat Charters was created by Captain Jay Keeney with one goal in mind… to introduce sailing to anyone with the desire to learn and get out on the water. Whether you’re local or visiting, let’s go sailing!

As we navigate the Charleston Harbor together, tacking and gybing along the way, we’ll view various landmarks including: the Historic District South of Broad, Fort Sumter, the Battery and French Quarter, the USS Yorktown, Waterfront Park, Castle Pinckney and the iconic Ravenel Bridge.

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Dolphin Tours

Relax and enjoy a boat tour around Charleston Harbor while watching dolphins from a close, but safe and respectful distance.

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Sail into the Sunset

Enjoy happy hour or wind down your day with a Charleston sunset cruise. There’s nothing quite like “chasing shimmer.”

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History, Wildlife, and Ecotourism

We’ll raise up the sails and learn about historic landmarks, our local ecology and our resident wildlife.

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Private Dining Experiences on our Harbor Tours

We partner with local and award-winning private chef, Lauren Furey, who can create a personalized dining experience that she serves right on the boat! We have local catering partners as well.

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Bachelorette & Bachelor Parties

Celebrate the Bride or Groom with your closest friends as you set sail on a Charleston adventure!

Come Enjoy Our Boat Tours in Charleston, S.C.

Bob was such a fantastic tour guide!

We loved our boat ride, we saw dolphins and a gorgeous sunset. Highly recommend this as a great on-the-water experience for anyone visiting the Charleston- thanks again! We'll be back :)

– Anneke Vander H. | Google Reviews
We had such a great time!

What a fun way to see Charleston!! The Captain was a cool guy and knew a good bit about the area. Drinks and an amazing sunset on a cool boat! What more could you want? Would definitely recommend anyone and everyone do this when visiting Charleston.

– Ryan C | Google Reviews
Highly recommend!!!

Captain Bob gave us the ride of our weekend - could not have been more friendly, knowledgable, and accommodating. We've done a several similar rides but this was by far the best experience. HIGHLY recommend to both tourists and locals wanting a fun day at sea.

– Nick H. | Google Reviews
Our trip was fantastic!

I took my kids out on Captain Jay’s boat who showed us around in the harbor. We saw dolphins, and the kids got to steer the boat too. I highly recommend this tour with Captain Jay or Captain Bob!

– Franziska L. | Google Reviews