OM Sailing Charters Charleston SC

Live The Dream, One Sunset at a Time

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Private Sailing Charters
in Charleston, SC

Come on board for a first class Charleston Harbor Cruise where we will sail upon the historic and beautiful waters of the Charleston harbor.

Weather permitting we will whisk you past the Charleston Battery, Fort Sumter, Fort Johnson on James Island, Sullivan’s island and Fort Moultrie. We may even be able to sail all the way to the Atlantic Ocean and back in your 3 hour sail.

A One-of-a-Kind
Luxury Experience

There is not another Charleston sailing charter that matches the size, beauty, comfort and speed that OM has to offer. OM is a fast and beautiful 2005 Leopard 43′ Catamaran Sailboat.

She is the fastest Charter Yacht on the Harbor and a pure delight to sail on. Sit back, lounge around and enjoy the fast and flat sailing that only a Catamaran sailboat can offer.



Professionally Captained by Matt Thibeault and Stephen Nettles with many years of boating & sailing experience.  Sit back and enjoy the sail or let him instruct you on how to handle the sailboat.  His extensive offshore/cruising experience and relaxed manner of handling the vessel will allow you to feel right at hOMe.



A catamaran sailboat is a flat, stable platform in all conditions. These unique characteristics make it the perfect charter vessel for inexperienced sailors. You can count on OM Sailing Charters for family fun, yacht parties, after work sunset cruises, unforgettable marriage proposals, bachelor & bachelorette parties or even a unique way for corporations to reward employees/team build.



Now your entire group can enjoy the water together on one boat!  We will anchor in the harbor so you can swim and party like rock stars and then do a relaxing sail!  You will have an unforgettable experience! Bring your own food and drink and there is no booking fee!

3 hour day sails at $525 and 3 hour sunset sails at $575 and only $75 for each additional person over 6 people.

“This was a once in a lifetime experience!! If your visiting or live in Charleston seeing our brilliant city by water on OM sailing charters is the only way to go.”

Lane Gregory

“…sailing on OM has been among the most magical and meaningful [special occasions] we’ve managed. I can’t recommend it strongly enough.”
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“Absolutely perfect way to propose to my (now) fiancé! …They worked with me to create a magical moment and even captured it all on camera. We will definitely be coming back year after year.”
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Benjamin L

“…stop looking at other options and book OM Sailing Charters immediately.”
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Stella K

“[We were] a bit nervous as neither of us had been sailing….Turned out to be absolutely amazing…up close with dolphins…We were also amazed by the smooth ride…and no tilting with it being a large catamaran.”
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Mark K

“We were on a girls weekend and booked an afternoon sail. The entire experience from the initial contact to the actual sail was fantastic….would definitely do it again!”
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Susan Poeton

“If you are looking for a family sailing trip or a great time with friends I would highly recommend Om Sailing. You are welcomed on the boat like old friends and are treated to an amazing sailing experience. I can’t wait to go again!!”
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J.S. Murray

Check out more than 30 FIVE STAR TripAdvisor reviews!

Schedule Your Charleston Sailing Adventure

If you have any questions please contact us:


[email protected]

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Words On the Water

The Travels of OM