Guests toasting aboard Esprit de Joy on Charleston Harbor

Private Sailing Charters · Charleston, SC

Discover Charleston Harbor’s beauty on board Esprit de Joy

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

Only 3 sails a day. Prices are for the whole 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 2.5 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 10:30 AM or 1:30 PM · best for photos and dolphins

Water, koozies, souvenir cups and champagne flutes included

$500 per boatAbout $83 per person for 6
Check daytime dates Charter details

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
★★★★★
The kindest staff, such a clean boat, beautiful views. It felt like we were sailing with friends.
Gaby G. · Google

Why sail with us

Room to relaxUp to 6 guests on a 34-foot sailboat, with a bathroom on board.
A champion captainCaptain Will Monts holds a USCG Master Captain’s License and won his division at Charleston Race Week.
Family runFounded 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

Is the price per person or for the boat?+

For the whole boat. Daytime is $500 and sunset is $550 for up to 6 guests.

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 with no corkage fee. Caviar & Bananas can deliver catering 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

Only 3 sails a day. Pick your date before it’s gone.

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