Private Sailing Tours and Eco Tours 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 2.5 hour sail. Up to 6 guests. Have a larger party? Please contact our concierge to explore other options up to 12 passengers.

Live the Dream, One Sunset at a Time

Daily 2.5 Hour Sails on Charleston Harbor and Beyond.
Charleston’s #1 Private Sailing Charter Catamaran “OM” for up to 6 passengers.
Please call us for larger groups (up to 12 passengers).


Happy Passengers

Five Star Reviews

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.

43′ in Length
8 knots Cruising Speed
6’6 Headroom throughout
A One-of-a-Kind Luxury Experience

23′ Beam (width)

12+ knots Max Speed

4 Queen Size Berths

43′ in Length

23′ Beam (width)

8 knots Cruising Speed

12+ knots Max Speed

4 Queen Size Berths

Charleston Catamaran Sailboat Charters
Brightly lit and well ventilated for maximum comfort. Unlike a monohull, a catamaran won’t heel, providing a stable platform and a tremendous amount of space on deck and below.

The cockpit has 360 degrees of visibility from the double helm seat and a hardtop bimini provides shade. In addition, the cockpit has walk-through access to the swim platforms, a large drop leaf table, and lots of seating. A wide door opens to the luxurious saloon.

One of the best things to do in Charleston!

As Seen On

LTG Winner logo
Expertise Logo
ABC News
Best boat charter in charleston
Best boat charter in charleston
ABC News


Professionally Captained by Matt Thibeault, Matthew Chase, and Jeff Jacobs with many years of boating & sailing experience. Sit back and enjoy the sail or let them instruct you on how to handle the sailboat. Their 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!

2.5 hour day sails at $600 and 2.5 hour sunset sails at $675 and 5 hour sails at $1200 and only $75 for each additional person over 6 people.

Trip Advisor Reviews

“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.”
Read Full Review

“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.”
Read Full Review
Benjamin L

“…stop looking at other options and book OM Sailing Charters immediately.”
Read Full Review
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.”
Read Full Review
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!”
Read Full Review
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!!”
Read Full Review
J.S. Murray

Check out more than 100 – FIVE STAR TripAdvisor reviews!

Schedule Your Charleston Sailing Adventure

If you have any questions please contact us:


[email protected]

Contact Us:

How did you hear about us?(Required)

Words On the Water

The Travels of OM

What a 5-Hour Sailing Adventure at Charleston Is Like

What a 5-Hour Sailing Adventure at Charleston Is Like

Charleston, South Carolina, is a city known for its rich history, vibrant culture, and undeniable charm. But did you know that its surrounding waters offer just as much beauty and excitement? Imagine yourself gliding across the gentle waves, feeling the sun on your...

The Best Dolphin Tour With Charleston Catamaran Charter

The Best Dolphin Tour With Charleston Catamaran Charter

Charleston, South Carolina, is known for its historic charm, vibrant culture, and picturesque coastal scenery. But did you know that its waters are also home to playful bottlenose dolphins? These intelligent and social creatures are a delight to observe, making...