Prices checked on Sep 11, 2026Things to do in Charleston
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, known for her beauty under sail, exquisite appointments below deck and the best customer service in the industry. Charters depart from Downtown Charleston just minutes from most hotels. Standard sails are 2 hours, sailing to Ft Sumter or the Ravenel bridge depending on wind conditions. We can narrate and give a full history tour or we can just put on some great music and let you enjoy yourselves and take in the beautiful sights of the Charleston Harbor. Its up to you We provide complimentary bottled water and soft drinks but you're welcome to BYOB or make it easy and have it catered through Caviar Bananas and enjoy charcuterie, wine, champagne, beer or dinner on board during your trip, delivered directly to the boat.
We sail past the Charleston Battery and see the pre antebellum homes that adorn the waterfront.
We typically pass by the Ravenel Bridge, a Charleston staple and longest cable-stayed bridge in North America.
We pass by the mighty USS Yorktown aircraft carrier which was turned into a museum in 1976 after serving in WW2, the Korean War, and the Vietnam War. Next to the USS Yorktown is the destroyer, USS Laffey, nicknamed "The Ship That Would Not Die".
We can sometimes sail close to Ft Sumter where the first shots of the Civil War were fired marking the official beginning of the war.
Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB lasts about 2–4 hours. The itinerary has 4 stops.
Prices start at $760 per person for this Charleston experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is Park or get dropped off at the main dock entrance inside the marina parking lot, follow the signs to I dock off the Main dock entrance. Walk down the main dock and take a right at the bathrooms, continue down to the second dock on the left. You should see our signs.. Hotel pickup is not part of this experience.
The experience is available in EN.
It is a private experience: only your party takes part. Up to 15 travellers can book together.
Infants are required to sit on an adult’s lap Infants and small children can ride in a pram or stroller
Yes, bookings are confirmed instantly.
Our sunset trip was canceled due to weather, but they were incredibly accommodating and worked with us to reschedule for the following morning. Both Captain Wills were great, and Anna was fantastic! Everyone was friendly, professional, and made sure we still had a wonderful experience despite the change in plans. We had a great time and would definitely recommend them!
The boat, the crew and the weather were amazing. We enjoyed the quiet and ambiance with every need met of our group aged 10 to 75. Perfection!
⭐⭐⭐⭐⭐ If you're considering a sailing charter in Charleston, stop scrolling and book with Captain William and First Mate Walker immediately. Our girls' trip set sail expecting a relaxing afternoon on the water and somehow ended up with one of the highlights of the entire weekend. Captain William expertly navigated both the harbor and a boat full of enthusiastic women who had already enjoyed a few cocktails—a skill that frankly deserves its own captain's license. First Mate Walker kept the drinks flowing, the vibes high, and somehow tolerated an endless stream of questionable oyster jokes without throwing anyone overboard. Truly professional. The boat was beautiful, the scenery was incredible, and the crew struck the perfect balance between fun, informative, and "we'll pretend we didn't hear that" as our group got progressively louder. By the end of the trip, we were convinced we'd found Charleston's version of yacht rock royalty. We came for the sailing, stayed for the laughs, and left with enough memories (and photos) to keep our group chat alive for years. 10/10 would sail again. Thanks for making our girls' trip absolutely shuckin' unforgettable.
We had a private sunset sail on Fate on our wedding night. Captain Will and Mates Sam and Alyssa were absolutely FABULOUS! We couldn't have asked for a better crew. The sunset was beautiful and we loved seeing the sailboat race. Wedding cake for all of us was delicious. This was a highlight of our week in Charleston!
Absolutely amazing experience with Will W and Maddie S, couldn’t recommend more highly!
Amazing!! So much fun Love Maddie S & Will W - they loved it
Had an amazing morning sale on Fate with Brandon & Sam. Great experience with exceptional service. Would highly recommend!
Brandon and Walker were fantastic. They were very knowledgeable and friendly. It was such a wonderful, peaceful, informative, safe experience and way to learn about Charleston. Highly recommend!
Jack and Dustin are the best!!!! Cuties, sweet, friendly, accommodating, and just so much fun! We had the best time on our bachelorette trip!
Captain Scott and Maddie were incredible. Top notch service, great wealth of knowledge about the area and we’re so happy to make the cruise exactly what we wanted. Highly recommend!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
| Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB | 2–4 hours | 4.9 (66) | $760 | |
 Charleston French Quarter or Brunch Food Tour with 7+ Tastings | 3 hours | 4.9 (2,323) | $91 | View |
 Real Hauntings of Charleston! (Small Group Ghost Tour) | 1h 30min | 4.9 (969) | $32 | View |
 Old Town Trolley Charleston Sightseeing Tour | 1h 40min | 4.8 (525) | $40 | View |
 Charleston’s Old South Carriage Historic Horse & Carriage Tour | 1 hour | 4.8 (10,913) | $50 | View |
 Haunted Evening Horse and Carriage Tour of Charleston | 40 min | 4.7 (4,293) | $42 | View |
 Fort Sumter Access and Self-Guided Tour with Roundtrip Ferry | 2h 15min | 4.6 (3,872) | $43 | View |