Top Charleston Private and Luxury

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.

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.

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

Too hot for a walking tour? Enjoy Charleston's best history tour in the cool comfort of the Historic District's finest classic restaurants on the Tastes Through Time Tour. This unique four course foodie tour blends the perfect pairing of culinary delights with the captivating history of Lowcountry culture & the evolution of the region's cuisine. While you dine on Charleston's signature dishes & delicacies of the Lowcountry, your fun, knowledgeable, engaging guide, a lifetime local of the area, will escort you to some of the city's best known restaurants, where you will receive VIP service. Your guide will be happy to recommend the best local dining & touring experiences to make the most of your stay in Charleston. Our partner restaurants gladly substitute dishes for food restrictions upon request. *A minimum number of guests may be required for the tour to operate in peak periods.*

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.

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.

Skip the tourist traps and lose yourself in the flavors of true Charleston cuisine. Taste local delicacies like classic Carolina-style BBQ, historic She-Crab soup, and famous fried green tomatoes and, as with all of our tours, you'll also indulge in our decadent Secret Dish, which just might make you leave singing a happy song! Your local guide will steer you toward the very best spots to enjoy these classic Southern dishes.

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.

Take a small-group tour of Charleston on this haunted boos and booze tour with your pirate guide. You can sip on cocktails (at your own expense) while your guide takes you through the city to places like the Powder Magazine, Charleston City Market, Washington Square, and more.

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.

This walking tour and interactive lunch combo provides a two-in-one experience in Charleston. With a celebrated local chef, Forrest Parker, you'll start with a 1.5-hour historical walking tour about the influences of Lowcountry food in the city of Charleston. Then watch a cooking demonstration from Parker before enjoying lunch paired with wine.

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.

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.

Charleston is said to be one of America's most haunted cities, and this evening ghost tour with pub stops is the most entertaining way to find out why. A costumed guide leads you and a group of no more than 15 others through historic streets, weaving together ghost stories and dark local legends, as you hop between some of the city's most atmospheric bars.

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.

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.

Embark on a captivating journey through the heart of Charleston aboard a custom-built minibus in air-conditioned comfort. The expert tour guide brings the city’s vibrant story to life, blending entertainment with education for an unforgettable experience. Discover iconic landmarks, from the historic Battery and Rainbow Row to the bustling Charleston City Market, all with the flexibility to hop off and explore at designed stops along the route while your bus waits for you. Don’t just visit Charleston, relive it aboard Old Town Trolley Tours.

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.

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.

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 the highlights of Charleston in comfort on this guided tour on a climate-controlled minibus. Learn more from your guide’s narration as you ride past must-see Charleston sights such as the Battery, the Citadel, Old City Market, and Hampton Park. Also enjoy spectacular views of Fort Sumter, Castle Pinckney, and the Sullivan Island Lighthouse from a distance. The express tour provides an ideal overview for first-time visitors to Charleston.

Bring your appetite for this tasty walking tour of downtown Charleston. You’ll spend a few hours of mouthwatering fun touring the culinary side of the Holy City, learning about the history of the city as you dine at four local restaurants. Explore the French Quarter and the Market while tasting traditional and contemporary Lowcountry cuisine.

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.