Top Charleston Sailing Tours

Get out on the waters of Charleston Harbor during this cruise aboard an 84-foot-tall (25-meter) classic tall ship. As the crew hoists the sails of the schooner, you glide past some of the city's historical sights and watch for dolphins in the water. The route varies depending on the sailing conditions. Drinks are available to purchase on board. Select a morning or afternoon departure time when booking.

Sit back, relax, and sip your favorite drink while your captain takes you and your private party of up to six people for a sightseeing pleasure cruise in the waters around Charleston, South Carolina. Let your captain set sail for the sunset with you, or enjoy a leisurely afternoon charter.

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and operated by two professional crew to give you the best experience possible. Standard 2 hour charters are private, only you and the guests in your party will be on board. Additional hours can be added by request. We depart from the safe Harbor City Marina downtown Charleston and sail out towards fort Sumter or the Arthur Ravenel Jr bridge, past the battery and the historic forts on the Charleston Harbor. We always point out the bottlenose dolphins that we see and try to get as close as we can for your viewing pleasure. Great for children and adults alike, we have plenty of shade, two bathrooms and soft drinks refreshments are included. We strive to provide the best customer service giving our guests the finest sailing experience available in Charleston.

Experience the picturesque beauty of Charleston Harbor on this private 2-hour sailing cruise. See top Charleston landmarks including The Battery, Ravenel Bridge, and the USS Yorktown from the water, for a fresh perspective that lets you escape the land-based crowds. Bring your own drinks and snacks to enjoy during the cruise, or for a special treat, opt for on-board catering.

Set sail for an unforgettable 2-hour sunset cruise on the Serendipity Catamaran, departing from Seabreeze Marina in downtown Charleston. Enjoy stunning waterfront views and local wildlife as the sun dips below the horizon. This upscale sailing experience accommodates only 12 guests, ensuring a cozy atmosphere while you sip a complimentary champagne toast and savor a curated charcuterie spread. Guests are also welcome to bring their own beverages, making it a perfect setting for a refined evening with friends or a romantic outing. - Limited to 12 passengers for an intimate sail experience - Includes complimentary champagne toast and charcuterie spread - BYOB with provided cooler, ice, and cups - Departs from Seabreeze Marina, convenient for downtown visitors - Heated Cabin and blankets for year round comfort

Experience a Charleston sunset the way it was meant to be seen—from the water on a private sailing yacht. On this 2-hour cruise, watch for dolphins and spot landmarks from the water, including The Battery, Ravenel Bridge, and the USS Yorktown. This sailing experience is ideal for couples looking for a romantic evening on the water or families wanting a relaxing break from the city.

See the Charleston Harbor by boat with a leisurely sightseeing tour along the Cooper River to Fort Sumter National Monument. Leave the guidebook at home, because this fully-narrated tour focuses on Charleston, South Carolina's history from Civil War sites to antebellum houses and landmarks, passes under Cooper River bridges, and explores a waterfront that’s home to bottlenose dolphins and pelicans.

Learn all about more than 300 years of history on this guided carriage tour of Charleston. See the many mansions, churches, and gardens as your horse-drawn carriage tour covers more than 2.5 miles and 30 blocks of historic Charleston. Belgian and Percheron draft horses lead you through the streets while you learn about this “Holy City” and its role in the Civil War—leave your guidebook at home, these stories are better.

Embark on a horse-drawn carriage tour through the heart of historic Charleston, one of the most charming cities in the US. Ride along cobblestone streets and take in the antebellum architecture, historic landmarks, and lush gardens. Your knowledgeable guide shares fascinating stories about Charleston’s rich history and Southern culture. This is a charming introduction to this part of Charleston.

Get all the thrills of a Charleston ghost tour without any walking on this haunted horse and carriage ride. A horse and carriage takes you down twisting side streets and cobbled alleyways with ease as your guide shares spooky stories from Charleston’s past. Make your way past the Mills House, the Circular Congregational Graveyard, and and Provost Dungeon in the heart of the Holy City.

Travel back in time to discover one of America’s most historic cities—Charleston, South Carolina—on this guided small-group walking tour. Explore some of the city’s most enchanting alleys and hidden passages. Visit the Old Exchange and Provost Dungeon, a colonial building with a 300-year history; Rainbow Row, the longest cluster of Georgian row houses in the United States; plus historic Philadelphia Alley, and many more.

Travel back in time to discover one of America’s most historic cities—Charleston, South Carolina—on this guided walking tour. Visit points of interest including Charleston City Hall; the Dock Street Theatre, America’s first theatre; the Old Exchange Building, South Carolina's most historic building; White Point Garden, in the heart of Charleston’s historic district with a spectacular view of Fort Sumter, and many more.

Explore Charleston by water taxi with this convenient harbor cruise. Utilize quick and scenic water-based transportation to reach several popular landmarks including Patriots Point Naval and Maritime Museum and the Aquarium. Check out attractions like Joe Riley Waterfront Park and the Charleston Harbor Marina at your leisure. Keep an eye out for dolphins during the cruise.

Watch the sun set above Charleston, South Carolina with a 2-hour sunset harbor cruise aboard a 45-foot motorized catamaran. Find a comfortable seat on deck, spot the landmarks of downtown Charleston and the waterfront, and watch for the dolphins and sea birds that thrive along the South Carolina shoreline. Enjoy a relaxing break from the city while spending a romantic evening on the water.

Kayaking in the tidal marshes around Charleston is a must-do for wildlife lovers, but without a guide by your side, you’re likely to miss a lot. This tour gets you out on the water with a guide who knows the best spots to go for sightings. While you never know just what you’ll see, creatures that live in these waters include Loggerhead turtles, bottlenose dolphins, and more.

Cruise through Lowcountry tidal creeks and marshes en route to the uninhabited Morris Island on this boat cruise from the Charleston area. A private boat company launches from Bowens Island for the scenic ride through an estuary rich in biodiversity before a soft landing on Morris Island. Spend free time to taking photos of the historic Morris Island Lighthouse, combing for seashells, and looking out for birds, sea turtles, and dolphins before your return.

Create the sailboat cruise of your dreams with this fully customized private tour on board the Fate in Charleston Harbor. Set off for as little as two hours or for half a day to take in the sights along the waterfront, including Charleston Battery, Fort Sumter, and Ravenel Bridge. Upgrade with catering for food and drinks on board, or bring your own refreshments—you can personalize your charter to suit your tastes.

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor since 2012, our sailing yachts are the highest quality and operated by two professional crew to give you the best experience possible. Standard 2 hour charters are private, only you and the guests in your party will be on board. Additional hours can be added by request. We depart from the safe Harbor City Marina downtown Charleston and sail out towards fort Sumter or the Arthur Ravenel Jr bridge, past the battery and the historic forts on the Charleston Harbor. We always point out the bottlenose dolphins that we see and try to get as close as we can for your viewing pleasure. Great for children and adults alike, we have plenty of shade, two bathrooms and soft drinks refreshments are included. We strive to provide the best customer service giving our guests the finest sailing experience available in Charleston.

Set sail on a journey of mindfulness and relaxation with a Private Soothe Sailing Retreat in Charleston. Perfect for groups of up to 12, this serene experience invites you to engage in guided breathwork and meditation amidst the tranquil waters. Enjoy healthy snacks and refreshing infused water while you reflect in silence leaving your worries on land and your phone on DND. With comfortable seating, cooling towels and/or cozy blankets provided, every detail is designed for your comfort. We will capture the memories with a private photo album, and you'll leave with a thoughtful gift bag as a reminder of your time together.

Take in the beauty of the Charleston coastline and even spot dolphins along the way with this exclusive sailboat charter directly from the downtown Harbor City Marina. Enjoy the luxury of an entire boat to yourself as you skirt the coast past highlights like the Arthur Ravenel Jr Bridge, the battery, and historic forts on the Charleston Harbor. Keep your eyes peeled for bottlenose dolphins and stay cool with drinks and shade on board.