Top Charleston Cruises & Sailing

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.

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.

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.

Take in views of some of Charleston’s top historic sights from a unique perspective with this panoramic dinner cruise through Charleston Harbor. Enjoy a three-course dinner and a full-service bar available for purchase as you cruise past Fort Sumter, the Battery, and Ravenel Bridge. Capture spectacular harbor views, watch the sunset (for summer cruises), and relax to live musical entertainment on board.

Learn more about the city of Charleston and its landmark harbor as you cruise through the waters with this sightseeing cruise. Set off on a comfortable pleasure craft and skirt the coastline to take in the skyline and top historic sites like Fort Sumter, the aircraft carrier USS Yorktown, The Battery, the Ravenel Bridge, and Castle Pinckney. Gain a better understanding of the city’s colorful past with live narration during the cruise.

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.

Set sail on the Charleston Princess for an unforgettable evening of live music, stunning harbor views, and Southern BBQ. Enjoy a buffet of pulled pork, smoked chicken, mac and cheese, and more—all while local musicians provide the perfect soundtrack. With three spacious decks, open seating, and a lively onboard atmosphere, this cruise is ideal for date nights, group outings, or a laid-back night on the water.

See Charleston from the water, and enjoy a luxurious way to admire the sights, with this private sailing charter. This flexible experience is tailored to your preferences: pick your own departure time, bring aboard a picnic and drinks (or upgrade for gourmet catering), and request a photographer if you want to capture the moment. As you go, circle the Charleston Harbor, see landmarks like Fort Sumter, and enjoy a relaxing ambiance.

Charleston's coastal waterways hide an entire ecosystem most visitors never experience up close. This private boat adventure heads out through the marshes and estuaries of Folly River with a local captain, as you scan for dolphins, shorebirds, and other marine life in their natural habitat. There's time to stop at Morris Island to see the Morris Island Lighthouse and stroll on the beach.

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.

Visit the site where the first shots of the American Civil War began without the hassle of arranging transportation or waiting in line for tickets. This Fort Sumter package includes admission skip-the-line tickets as well as a round-trip, narrated ferry ride from Charleston. Enjoy time to explore the historic fort and museum, watch a battle reenactment, and browse for souvenirs before the return ferry ride.

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.

Hunt for treasure in Charleston with a pirate adventure cruise for kids aboard a wooden ship. Climb aboard the boat for a small-group tour complete with costumes and pirate gear for all kids. Cruise out on the Ashley River to Wappoo Creek and enjoy a variety of music, games, treasure maps, and more. Adults can kick back and relax during the cruise which includes scenic views and potential dolphin sightings.

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.

This Charleston ghost cruise brings you to the city’s spooky sites that can’t be reached on foot. Board a 45-foot catamaran and set sail on the Charleston Harbor, passing by the sites of pirate attacks, naval battles, and more. As you sail, your guide tells haunting stories of Charleston’s past.

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.

Charleston is a wonderful city to walk around, though there’s no beating the Southern heat quite like a relaxed, air-conditioned ride. Join this bus tour for a comfortable cruise around Charleston’s best attractions. Pass by the Fort Sumter National Museum and Charleston City Market. Stop at the Battery & White Point Gardens for a photo op. See the Charleston Harbor where your guide’s family sailed into in 1740.

Book this round trip ferry for a stress free excursion to Daniel Island from Waterfront Park. This is about a 30 minute trip, and your return will be for approximately 3 hours after you arrive, yet you can hop on an earlier ferry back if you like. Make a reservation at The Kingstide or Sermet’s Courtyard on Daniel island, explore the docks and dine on the water.

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.

Charleston is such a relaxed city that it’s hard to believe that it’s much busier than the towns along the coast. Take an opportunity to leave the city streets for the shoreline during this private guided tour. You’ll visit the islands of the Charleston peninsula, first stopping at Folly Beach then visiting Sullivan’s Island. Throughout the tour, you’ll stop for photos at two lighthouses, a popular tourist beach, and a historic fort.

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.

Go beyond the standard walking tours of downtown and explore more of the Charleston Lowcountry on this extensive van tour. Your guide will show you a comprehensive view of Charleston, from Charlotte Street to the beaches and lighthouses along the coast. You’ll visit over a dozen different sites, including Magnolia Plantation & Gardens, Drayton Hall, and the Folly Beach Fishing Pier. You’ll even ride a water taxi between downtown and Hog Island. Note: this is an active tour; expect a few long walks, sand dunes, and steps.

When it comes to travel, we believe your journey should be as enjoyable as the destination. Here’s why travelers choose us: *Comfort and Convenience-Enjoy a smooth, comfortable ride in our well-maintained vehicles, equipped with amenities like complimentary water and luggage space.We ensure you travel in comfort from start to finish. *Professional Drivers Our drivers are highly trained, courteous, and experienced, ensuring a safe and pleasant experience every time. *On-Time, Every Time We know how valuable your time is. Our commitment to punctuality means we’ll always arrive when you need us, ensuring your travel plans stay on track. *Flexible Options Whether you’re traveling alone or with family, we offer a range of vehicles, including those with children’s car seats available upon request. *No Hidden Fees,what you see is what you get! Our pricing is transparent, with no surprises or hidden charges. Gratuity is not included in the price, but tipping your driver is always appreciated.

This private sightseeing tour of Charleston offers a local perspective on this charming city in the South. Beat the crowds of bus tours and go where carriage rides can’t as your licensed guide drives you around the peninsula in the comfort of a private vehicle. As you drive past top sights like Waterfront Park and the Battery, hear stories of Charleston history and culture in the Holy City.