Top Charleston Cruises & Sailing

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.

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.

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 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.

Visit the site where 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 round-trip ferry transport. Take in views of Rainbow Row and the Battery as you cruise through Charleston Harbor. Then, enjoy time to explore the historic fort and museum, before the return ferry ride.

Enjoy a quintessential lowcountry cruise through the salt marshes of one of Charleston’s most scenic rivers where we see multiple dolphin sightings on 99% of our tours! The waters here are calm and less crowded with land always in sight making this private tour more relaxing, intimate, and enjoyable! You will be onboard a 27’ Coast Guard Certified vessel. “Marsh Mama” is designed with an open concept. She has comfortable cushioned seats, and Bluetooth stereo for your enjoyment. Spacious coolers with ice and waters will be provided. You are welcome to bring whatever food and drink you’d like! (BYOB) Your captain will be experienced, knowledgeable, and fun. He will keep you safe, teach you interesting facts, and take great care of you. Your captain has a Masters License. The tour is great for guests of all ages! It is perfect for families, friends, and celebrations! You can even bring your pet! Inquire for group rates for up to 20 guests.

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.

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.

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.

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.

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.

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.

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.

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.

Visiting both Middleton Place Plantation and Drayton Hall on the same tour offers travelers a richer and more complete perspective of Charleston’s history and heritage. Though located close to one another along the Ashley River, each site tells a very different story. Middleton Place is renowned for its breathtaking landscaped gardens, living history demonstrations, and preserved grounds that highlight the lifestyle and agricultural achievements of one of colonial America’s most influential families. In contrast, Drayton Hall is celebrated for its architectural purity as the finest example of Palladian design in the United States, preserved in its original 18th-century state without modern alterations. Together, these plantations allow visitors to experience both artistic beauty and architectural grandeur, while also engaging with the deeper historical narratives of the Low country, including the lives of the enslaved who made these estates possible.

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 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.

Discover Charleston, South Carolina with the help of a local to guide you around town and share fun facts about the city’s storied past and vibrant present on this private tour. See popular attractions as well as hidden gems you might have missed without your guide to show you. Get around Charleston in a comfortable, air-conditioned car, and save your energy for sightseeing.

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.

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.

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht captain. Stop at secluded island beaches for shark tooth hunting, shelling or just lay out on the beach. We pass by all the historic areas of the harbor and more. The perfect boat to see and do it all in style! Add beach chairs, cabana, beach towels, beach cooler and JBL speaker, and make it a party on the beach (additional fees for each item). Southern Charm can reach speeds of 30mph, in three hours we can cover a lot of ground and visit many parts of the harbor. Lunch at Shem Creeks many restaurants is an option along with a long stroll on Morris island with the hopes of finding that coveted 50 million year old Megalodon tooth! Its up to you what we do and our captain will take you there! We provide, cooler with ice, soft drinks, bottled water, Bluetooth boat stereo, Emergency porto potty, and Rain ponchos just in case You may bring any food or beverages onboard.

Book your Private Transfer fromCharleston Port to Charleston Airport (CHS). Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door port/airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers