Guests toasting aboard Esprit de Joy on Charleston Harbor

Private Sailing Charters · Charleston, SC

Charleston’s 5-star private sailing charter

Sit back, relax and take in the best views in Charleston.

See times and prices

From $500 per boat · Up to 6 guests · BYOB

  1. 1
    Book onlinePick a sunset or daytime sail and pay securely. You get instant confirmation and directions.
  2. 2
    Meet us at Ashley MarinaArrive 15 minutes early.
    Parking and directions
  3. 3
    Sail for 2.5 hoursBring your own drinks and snacks. We provide water, cups and champagne flutes. There is a bathroom on board.

Choose your charter

The whole boat is yours. Prices are per boat, not per person.

Couple watching the sunset from the bow of Esprit de Joy Most popular

Private Sunset Charter

BYOB · 2.5 hours · Up to 6 guests

Departs about 2 hours before sunset (the time changes with the season)

Water, koozies, souvenir cups and champagne flutes included

$550 per boatAbout $92 per person for 6
Check sunset dates Charter details
Guests raising a toast along the rail of Esprit de Joy on a sunny afternoon

Private Daytime Charter

BYOB · 2.5 hours · Up to 6 guests

Departs late morning or early afternoon · best for photos

Water, koozies, souvenir cups and champagne flutes included

$500 per boatAbout $83 per person for 6
Check daytime dates Charter details
Charcuterie board and a bottle of champagne on a blue towel aboard a private sailboat charter in Charleston

Something special in mind?

Custom and Private Events

Proposals, Party at the Point, Charleston Race Week, a Shem Creek stop, or a time that isn’t on the calendar. Tell us the plan and we’ll build it.

Weather worry-free: if the captain cancels for weather, we will reschedule or refund you See every charter by date

Guests love it

Google★★★★★5.0 from 140+ five-star reviews
Read all reviews on Google
★★★★★
We did a harbor tour with our parents when they visited and had a splendid time! Captain Will really knew his stuff and made sure it was a safe, smooth, and fun ride.
Kate · Google
★★★★★
I have been on multiple sailing charters in Charleston and this is by far the best. The boat is beautiful and clean.
Brian K. · Google
★★★★★
My boyfriend and I had the most wonderful afternoon in the harbor with Captain Will during our visit to Charleston. It was a sunny but crisp day, and we were really excited to get the sails up. The boat trip ended up being the highlight of our trip and we have already shared with our friends in the area that they all need to book this boat!!
Eva · Google

Why sail with us

Room to relaxUp to 6 guests on a 35-foot sailboat, with a bathroom on board.
A champion captainCaptain Will Monts holds a USCG Master Captain’s License, has run 700+ private charters and won his division at Charleston Race Week.
Family runA Charleston family business, founded and run by mother-daughter team Jill and Kat to share the Joy of being on the water.
The best of CharlestonThe Battery, Fort Sumter, Castle Pinckney, the Ravenel Bridge, the USS Yorktown and, if you’re lucky, dolphins.
Meet the crew

Questions, answered

What if the weather is bad?+

The captain will contact you the day of the sail. If the captain cancels for high wind, heavy rain or lightning, we will reschedule you or provide a refund.

Can we bring drinks and food?+

Yes. Beer, wine and spirits are welcome, and catering can be delivered right to the boat.

Where do we park?+

The marina has no visitor parking. Park at the Courtyard Marriott next door (35 Lockwood Dr) or get dropped off at The Harborage at Ashley Marina, 33 Lockwood Dr. Map and directions

Are kids welcome?+

Yes. Children count toward the 6-guest limit, and anyone under 13 wears a Coast Guard approved life jacket, which we provide.

Is there a bathroom on board?+

Yes, Esprit de Joy has a bathroom on board.

See all FAQs, parking and what to bring

Your private sail is waiting

The whole boat is yours. Pick your date before it’s gone.

Call Book a Charter
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