Private Tour

Private Sailing Charter with Captain, BYOB

Overview

Available languages

English

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.

Admission Not Applicable

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.

Admission Not Applicable

What‘s Included

Bottled water

All Fees and Taxes

Gratuity

Options

Private Sailing Charter

Reviews

5.00

64 reviews

Total reviews and rating from Viator & Tripadvisor

Private Charter with Capt Will.
sambelk,,Nov 4, 2025
- Review from Viator
5.00
This 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
5.00
We 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!
10/10 recommend! So...
Madison B,,Sep 27, 2025
- Review from Viator
5.00
10/10 recommend! So relaxing and captain Will was amazing! We even got to see dolphins along the way.
We had a great experience...
Shelby B,,Aug 16, 2025
- Review from Viator
5.00
We had a great experience with Captain Will. Very relaxing and the perfect evening activity for our girls trip.
A Highlight of Charleston
Cosmopolitan452635,,Aug 15, 2025
- Review from Tripadvisor
5.00
So appreciated sharing this experience with dear childhood friends. The Espirit de Joy is a beautiful craft. Captain Will is an expert, enjoyed hearing about some of his racing adventures. Embraced the breeze and sailing the open water especially nice coming from landlocked Colorado! Fascinating learning some history of Charleston area and viewing the architecture on the shoreline. Would highly recommend this excursion.
We had an amazing time! I...
Cassie C,,Jul 28, 2025
- Review from Viator
5.00
We had an amazing time! I would do it again in a heart beat. Especially seeing the sunset on the water.
Good vibes, great boat ride
Y1513CQstaceyl,,Jul 27, 2025
- Review from Tripadvisor
5.00
Friendly captain. Beautiful views of the battery and historic forts. Good tunes. Relaxed vibes. Made for a great boat ride with my twin sister!
Beautiful evening sail!...
Scott S,,Jul 2, 2025
- Review from Viator
5.00
Beautiful evening sail! Very relaxing and laid back experience! Great way to see the harbor! Fun trip.
Amazing sunset cruise with Captain Will!
rebeccau310,,Jun 16, 2025
- Review from Tripadvisor
5.00
My husband and I booked a sunset cruise with Will and it was incredible! He was so friendly and truly passionate about sailing. He answered all our questions and chatted with us, but also gave us our space and time to spend alone. When we come back to Charleston, we’ll absolutely be only booking with Will.
My group of girlfriends...
Brooke G,,May 25, 2025
- Review from Viator
5.00
My group of girlfriends and I had an amazing time on this trip! Thank you for everything! This is a “must” if you are visiting Charleston!