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Boats, beaches, and the parts of Mount Pleasant you only see from the water. Ferry rides, sunset cruises, snorkel runs, and the occasional sailing day for travellers who measure good cities by their coastline.
1Half-day fishing charter in the Charleston inlets, targeting redfish, flounder, and more, with minimal seasickness for families.
2Two-hour cruise for up to 20 guests — enjoy drinks, music, and views of the Ravenel Bridge and Fort Sumter.
3Two-hour evening cruise aboard the Windchaser yacht—sightseeing along Charleston’s historic waterways under the stars, including views of the USS Yorktown and the Cooper River Bridge.
4Enjoy a stable two-hour charter aboard a Leopard 40 catamaran — take in scenic views and keep an eye out for dolphins.
“Sailing with Todd and Kathy on Everything Zen was unbeatable. The boat was stunning, the company was fantastic, and the charcuterie board was delightful. The views were breathtaking. I highly recommend this experience and can't wait for our next trip with them.”— 545alixe
5One and a half hours on a shared boat—sail past the Ravenel Bridge and Fort Sumter, watch for dolphins and enjoy the sunset over the skyline.
“It was a fantastic evening on the water. Our hosts, Sunshine and Hunt, were excellent and shared a lot of information about the area, along with great dinner suggestions. The nice music and relaxed vibe contributed to a wonderful experience. I definitely recommend this sunset cruise.”— paisley201
6Two-hour sail on a 50-foot catamaran through Charleston's harbor with mimosas and mini brunch bites.
“We had a fantastic few hours on the water. The crew was outstanding, and the boat was comfortable with great music and atmosphere. It turned out to be a wonderful afternoon.”— lmburke4
7Two-hour catamaran cruise on Charleston Harbor — enjoy complimentary beers, wine, and seltzers while taking in sunset views over iconic sights.
“This was an outstanding experience with a friendly crew. It was definitely worthwhile for the kids, providing lovely views as we sailed out towards the ocean during sunset.”— soumyadavid
8Two hours on a private yacht — enjoy the sunset views, wildlife sightings, and your choice of food and beverages along Charleston's waterways.
“We initially intended to take a power boat tour but instead enjoyed a sunset cruise on a luxurious 50 ft sailboat, which was amazing. It was the ideal way to say goodbye to 2025 and welcome 2026. Although it was chilly, the enclosed cockpit made us feel cozy. There's no need to worry about the cold when booking this; just dress appropriately and allow Captains Jen and Janet to take care of everything. We admired the stunning Charleston harbor, passed under a drawbridge, and even spotted dolphins! Plus, we actually sailed. Captains Jen and Janet were outstanding hosts and superb sailors. I highly recommend this experience and can’t wait to do it again on our next visit to Charleston.”— 530mega
9One and a half hours on a party pontoon — views of Fort Sumter, Ravenel Bridge, and the USS Yorktown with onboard snacks and drinks welcome.
“I had a wonderful experience. The views were stunning, and Captain Mark along with the first mate were fantastic. The weather couldn't have been better, and the mix of people on board added to the fun. It was an entertaining cruise.”— C8953JKchrisg
10Three-hour private charter for up to six — scenic views of Charleston's skyline, fossilized shark teeth hunting, and marine life insight along the way.
“Our shark tooth adventure with Sundog Sailing in Charleston was extraordinary. The captains were warm and welcoming, making the experience enjoyable for our family. They were especially great with our kids, showing patience and engagement, allowing our son to "drive" the boat, which created lasting memories. Throughout the tour, they shared extensive knowledge about the area, including tips on searching for various shark teeth and fossils to enhance our success. Their passion for their work and their commitment to providing a memorable outing was evident. If you are in Charleston and seeking a unique family-friendly experience, we strongly recommend Sundog Sailing. We left with wonderful memories, happy children, and impressive shark tooth discoveries.”— K6764QKnicolem
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