Top Charleston Cruises & Sailing

See the Charleston Harbor by boat with a leisurely sightseeing tour along the Cooper River to Fort Sumter National Monument. This fully-narrated tour focuses on Charleston, South Carolina 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'll glide past some of the city's historical sights and watch for dolphins in the water. Drinks are available for purchase on board. Select a departure time when booking.

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.

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 full-service bar 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.

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.

Experience 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 will you lead you through the streets while you learn about this “Holy City” and its role in the Civil War.

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.

Ride a horse-drawn carriage through the heart of historic Charleston on a guided tour through the heart of the city. Soak up the old fashioned charm of cobblestone streets lined with antebellum houses, lush gardens, and landmark churches as you listen to stories about Charleston history, architecture, and culture.

See Charleston from the water during a dinner cruise that includes a barbecue buffet and live entertainment. Watch the sky change color as the sun sets, and take in sweeping views of Charleston. Choose from classic dishes such as pulled pork, smoked chicken, mac and cheese, and coleslaw, and have the option to purchase drinks from the bar.

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 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.

Go beyond the standard short walking tours of downtown and explore more of the Charleston Lowcountry on this extensive walking 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.

This private sightseeing tour of Charleston offers a local perspective on the most 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.

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.

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.

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.

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.

Experience Charleston like a local with your own Private Guide Come explore one of the oldest cities in America with its historic homes, French Quarter, and beautiful waterfront. Then let us take you out to discover another historic site, the charming Old Village in Mt. Pleasant. Let us do the driving and show you the best Charleston has to offer - both inside and outside downtown!

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.

See the sunset from the water. These views are amazing as the colors reflect off the water. You will see Charleston from the water in the comfort of our 20 foot deck boat, the Red Ski. This tour is based on weather for your safety. If it may be rescheduled or canceled for a full refund. We work with the you on the best solution.

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 brunch on board during your trip, delivered directly to the boat. #1 activity on TripAdvisor since 2010

Enjoy golden hour and sunset from Charleston Harbor with live music on a tiki boat sunset cruise. With a carptain and crew onboard, you don't have to worry about navigation and can sit back and enjoy the views and tunes. It’s BYOB so bring your favorite drinks and snacks; coolers and ice are available onboard.

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.