Private Sailing Charter with Captain, BYOB
Overview
Available languages
2 hours 30 minutes
Mobile ticket
Embark on an exclusive sailing adventure on board "Esprit de Joy," tailor-made for groups of up to 6 guests for a 2.5-hour charter embracing Charleston's scenic Harbor. The golden hour of sunset is our prime booking time, offering you the opportunity to witness one of the most awe-inspiring sunsets. Or join us for an afternoon sail with your friends and family.
Prepare to be captivated by the breathtaking beauty of Charleston and discover firsthand why it is affectionately referred to as "The Holy City." Be sure to note the iconic landmarks such as Castle Pinckney, Ravenel Bridge, USS Yorktown, and the historically significant Fort Sumter.
You are welcome to bring your own selection of beverages and snacks. We provide chilled bottled water, and ice upon request. We also provide plastic champagne flutes and souvenir cups that you can take home as a cherished memento.
Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.
Additional Info
Suitable for all physical fitness levels
The total duration includes travel time.
What To Expect
The golden hour of sunset is our prime booking time! You'll smoothly cruise past the iconic Charleston Battery, soaking up the timeless charm of downtown Charleston. Hold onto your hats because the fun's just starting! As you sail past the peninsula, you're in for jaw-dropping views of Charleston and learn why we call it “The Holy City,” - all right from the heart of the harbor. You won't want to miss iconic sights like Castle Pinckney, Ravenel Bridge, USS Yorktown, and Fort Sumter. Whether you are commemorating a birthday, a significant milestone, a team retreat, or a romantic date night, our aim is to craft an unforgettable experience for you. We've got you covered with plastic champagne flutes and souvenir cups that you can take home as cherished mementos. Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.
Fort Sumter National Monument
Fort Sumter holds significant historical importance as the site where the American Civil War began. Located in Charleston Harbor, this National Monument is accessible only by boat and offers a glimpse into the events that shaped the nation’s history. As we trim by, we invite our guests to imagine the echoes of the cannon fire that reverberated across the harbor.
Options
Private Sailing Charter
What‘s Included
Bottled water
All Fees and Taxes
Gratuity
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
77 reviews
Total reviews and rating from Viator & Tripadvisor
Beautiful way to experience Charleston!
M448IHjulies,May 27, 2026
- Review from Tripadvisor
5.00Fantastic tour! It exceeded our expectations in all regards. We’ve visited Charleston many times, but this was our first sail. Now, we won’t plan a vacation here without this tour. Sailing and the boat were lovely. We took the afternoon sail, and the boat had an awning/cover to shade those who preferred to be. Will was a great captain, knowledgable and a pleasure to spend the time with.
MUST DO IN CHS
A3764DVkimd,May 26, 2026
- Review from Tripadvisor
5.00We had sooo much fun! The boat was perfect and loved getting to see Charleston from the water! Captain was awesome and truly can’t wait to come aboard again!
Sailing takes me a way to where I’ve always heard it could be
Amber S,May 26, 2026
- Review from Viator
5.00Amazing experience! Will was super relaxed, but very safe and aware of what was happening at all times. He was very accommodating and professional. This tour was agreed to be the top highlight!
Smooth Sailing in the Harbor
joshdQ4273UD,May 18, 2026
- Review from Tripadvisor
5.00Had a great time sailing with my friends. The captain Will was super friendly and took us around the harbor on a gorgeous Charleston day on the water. The waters were calm and the trip was smooth. Will definitely recommend them!
Perfect Sunset Sail
George A,May 13, 2026
- Review from Viator
5.00Every aspect of the experience, from beginning to end, was simply perfect! My wife and I took the sunset cruise to celebrate our 35th Anniversary. Captain Will was waiting for us at the gate when we arrived, helped us board, gave a quick tour and safety briefing and then we were off on a fantastic sail. The boat was in great shape, easy to move around on and had all the essentials with plenty of comfortable seating. Captain Will was an interesting, thoughtful, gracious and entertaining host and guide and shared his local knowledge to help us with the remainder of our visit. This was an outstanding experience for us as visitors to Charleston and, I expect, it would be for locals as well!
Beautiful Night on the Water
Lindsey K,May 4, 2026
- Review from Viator
5.00I had booked the trip for my sisters bachelorette party. Captain Will was fantastic, the weather was fantastic and we even got to see a few dolphins as an added bonus. We had a very fun evening during our sunset excursion!
Captain Will was a...
Kathleen O,May 1, 2026
- Review from Viator
5.00Captain Will was a fantastic tour guide! So kind and had great recommendations for our trip. Absolute gem!
Fantastic Sail!
Rob E,Apr 22, 2026
- Review from Tripadvisor
5.00Fantastic sail with Captain Will! Very relaxing sail on a beautiful vessel. We had a great time!
What an awesome experience
timdZ9658OE,Apr 11, 2026
- Review from Tripadvisor
5.00Will took us on a great sunset sail. He did a great job. And made it very special for us. He knows what he’s doing.
Jim & Michele H.
Jim H,Mar 29, 2026
- Review from Viator
5.00Captain Will is awesome! He’s a very experienced sailor - definitely ask him about his history. He makes the entire sail relaxing and focused on our total experience - it was an amazing time on the water - highly recommended!
Related Experiences
Operated by Charleston Harbor Sailing