
Private Sailing Charters for Special Occasions in Charleston, SC
Everything Zen Sailing
Special Occasions
Your most memorable moments, set to sail.
Every reason to celebrate
What Are You Celebrating?
The perfect moment
Proposals & Engagements
A private harbor stage set for the question of a lifetime.
Send her off in style
Bachelorette Parties
Toast the bride-to-be with the Charleston skyline as your backdrop.
Your day, your way
Birthdays
Sail into another trip around the sun, fully private and fully yours.
A milestone on the water
Anniversaries
Rediscover Charleston Harbor together, unhurried and uninterrupted.
Team outings & client events
Corporate Events
An unforgettable off-site that will actually be talked about.
Any reason to celebrate
Custom Celebrations
Graduation, reunion, or just because. We make it special.

Why a private charter
Exclusively Yours from the First Moment
Intimate by design
The Leopard 42 carries a maximum of 6 guests per Coast Guard regulations. No strangers, no shared tours. Every charter is booked exclusively for your group.
Charleston Harbor as your backdrop
Sail past the Battery, Fort Sumter, and the Arthur Ravenel Jr. Bridge, landmarks that are simply more powerful when seen from the water.
Fully customizable
Let the captain know you're celebrating something. From sunset timing to catering arrangements, the details are shaped around you.
Captain Todd at the helm
An experienced Charleston Harbor captain who has hosted dozens of proposals, birthdays, anniversaries, and corporate events. He knows how to make it happen.
Send her off in style
Bachelorette Parties
Toast the bride-to-be with the Charleston skyline as your backdrop. A private sunset sail is the kind of send-off stories are built around: champagne, open water, and the whole harbor to yourselves.
Book the Sail

Your crew
Captain Todd and First Mate Kathy have hosted proposals, milestone birthdays, bachelorette parties, and anniversary sails across Charleston Harbor. Together, they know what makes a moment unforgettable.
When you book a special occasion charter, a note in your reservation is all it takes. Todd will handle the sail and positioning while Kathy makes sure every detail on deck is exactly right.


Add something special
Onboard Catering
Nothing says celebration like champagne on the water. Through our partnership with private Chef Mari Jo Ramie of Marjoram Cuisine, you can arrange a full catered menu for your charter.
View Catering OptionsFrequently Asked Questions
Can you help with a surprise proposal?+
Absolutely. After booking, message Captain Todd directly to share your plan. He and Kathy have helped coordinate dozens of proposals, from having champagne ready at the right moment to positioning the boat for the best sunset light at the Battery or bridge. Our best mate, Kathy, can help with capturing the special moments with video and pictures or we can recommend engagement photographers that will wear a crew shirt and look like our marketing team while they shoot away.
How many guests can join a special occasion charter?+
Up to 6 guests per charter, per Coast Guard regulations. Every booking is fully private: no other groups, no shared sails.
Can we bring our own alcohol and food?+
Yes. Every charter is BYOB-friendly. Feel free to bring wine, champagne, beer, or spirits. Even glass bottles are welcome on our stable yacht. You're also welcome to bring your own food, which our team will assemble into a nice presentation for serving. Full service.
What is included in a special occasion charter?+
Your charter includes fuel, a licensed captain, and crew that provides full service while on board. Catering is optional that can be arranged separately.
How far in advance should I book?+
As early as possible, especially for weekend dates and sunset slots. Summer and fall dates can book out weeks in advance.
Do you recommend any transportation options to and from the Marina+
Yes, Coastline Coaches is a luxury Charleston area transport company that is owned and operated by a Mother Daughter duo that is first rate. Great reviews by our guests! https://coastlinecoaches.com/
Can you recommend a place to stay while we are in Charleston?+
Yes, Sail and Stay! We have 3 Vacation Rentals in the Charleston area, all with great outside spaces that are also pet friendly. 2,3 and 4 bedroom options in Mt. Pleasant and Park Circle. Check them out at https://everythingzenstays.com/ and use code "BookDirect" to get 10% off.
What's with all of these Bravo TV connections to Everything Zen Sailing Charters?+
We get that question a lot! ⚓️📺 Charleston and Bravo seem to go hand-in-hand—and over the years, Everything Zen Sailing has been lucky enough to become part of the fun. We’ve welcomed some familiar faces from Below Deck Sailing Yacht aboard as guest crew, including Chief Stew Daisy Kelliher, Chase Lemacks, and Madison Stalker. If you’re a Below Deck fan, you never know who might show up on the dock! Everything Zen has also been used for filming by two of Bravo’s Charleston-based shows, Southern Charm and Southern Hospitality, giving our boat a little screen time of its own. And if you’re a serious Below Deck fan, check out our friends Sarah and Kelli at the Above Deck Podcast. They cover all things Below Deck, interview cast members, and have even joined us aboard Everything Zen for some Charleston sailing adventures. Also! Up and Adam podcast on YouTube for all things Bravo. He delivers the T! So no, we’re not secretly a Bravo production company 😂—we just seem to have found ourselves in the middle of a pretty fun Bravo universe.
Photographer Recommendations?+
Definitely. This is a talented bunch that have all shot on Zen: https://www.thewojo.com/contact https://www.maggiewilcoxphoto.com/ https://www.sarahgoldman.com/ https://lcphoto.org/ https://www.amyquinnhillphotography.com/
Who does your social media?+
The Estelle Agency has put us on the social media map! Check them out! https://theestelleagency.com/contact-us
Do you offer overnight/multi day sailing charters+
Not quite yet but certainly considering it. We may offer 2 day excursions to some of the Charleston area outer islands in 2027. Let us know if you have some potential interest in experiencing a night at anchor under the stars with all of the comforts of home.
Ready to Plan Your Celebration?
Weekend dates and sunset slots fill up fast. Reserve your private charter now and let us know what you’re celebrating.
Book Your Charter