Private Tour
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.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure 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.
What‘s Included
Bottled water
All Fees and Taxes
Gratuity
Options
Private Sailing Charter
Reviews
73 reviews
Total reviews and rating from Viator & Tripadvisor
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!
Cold but great day out on...
Angela H,Mar 28, 2026
- Review from Viator
5.00Cold but great day out on the boat. Captain Will was super friendly and knowledgeable. Def recommend this tour.
Perfect afternoon sailing...
Robin M,Mar 14, 2026
- Review from Viator
5.00Perfect afternoon sailing around Charleston with the family. Captain Will did a great job. Such an amazing activity for our weekend getaway.
Dream like
andrewbD4951DG,Feb 16, 2026
- Review from Tripadvisor
5.00What an awesome experience this was. The captain was very knowledgeable and definitely knew a lot about his boats. 10/10 would recommend everyone to do if your visiting Charleston and get great views of the lovely city.
Private Charter with Capt Will.
sambelk,Nov 4, 2025
- Review from Viator
5.00This was a great experience. Will was a great host and while cool in November we were prepared and thoroughly enjoyed ourselves. We caught the 5:20 sunset and saw the waterfront all the way up to the aquarium and the Yorktown. Dolphins entertained and we arrived back at dock right on time. We highly recommend this for your small group
We had such a lovely time...
Megan S,Nov 3, 2025
- Review from Viator
5.00We had such a lovely time sailing around the harbor with Charleston Harbor Sailing! Captain Will was fantastic — friendly, knowledgeable, and made the entire experience so enjoyable. The boat was beautiful and well-kept, and the views of Charleston from the water were unbeatable. Highly recommend this for both visitors and locals looking for a fun and relaxing way to enjoy the city!
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