Top Charleston Private and Luxury

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.*

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

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.

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.

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.

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.

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.

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.

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.

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.

Prohibition made have made liquor illegal in Charleston for a while, but it didn’t end the party for this South Carolina city. Learn all about the history of the 18th Amendment and get a taste of the wild Charleston scene of the 1920s on this prohibition-themed pub crawl. You’ll visit historic landmarks along with vintage restaurants and bars.

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.

Your guide brings history to life during this Charleston walking tour of the city's historical downtown. See notable buildings including the Nathaniel Russell House, the Old Exchange and Provost Dungeon, and the Old Slave Mart Museum. As you walk over the flat and easy terrain with your guide, discover the history that occurred right under your feet and around every corner from Rainbow Row to the Battery.

Explore the waters around Folly Island on this small-group bottlenose dolphin-spotting tour. Let your captain sail you through the tidal creeks behind Folly Beach in the hopes of spotting the dolphins and observing their behavior in the wild. Listen as your guide explains more about the flora and fauna you see along the way.

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.

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 in the historic district, including the French Quarter and "South of Broad." Admire landmarks, including Rainbow Row and White Point Garden, and learn about the city's history from your licensed guide.

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.

See Charleston's most celebrated streets on your own schedule, without waiting for a group or keeping pace with a guide. This smartphone GPS walking tour leads you through the heart of historic downtown—past the grand antebellum homes of the Battery, the pastel facades of Rainbow Row, and along the waterfront—with location-triggered audio commentary that plays automatically as you walk.

Without a guided walking tour, you might miss some of the eclectic history and hidden nooks and crannies around Charleston that make this city such a gem. This walking tour takes you through the French Quarter and South of Broad neighborhoods to top sights such as the Rainbow Row, the Old Slave Mart Museum, and the Old Exchange, all while your guide shares stories from Charleston history and lore.

Experience Charleston on a relaxed 1.5-hour small-group city tour designed for comfort and storytelling. Tours are limited to just 12 guests, offering a more personal experience than the large tour buses commonly seen around the city. Travel through Charleston’s most iconic neighborhoods with a knowledgeable local guide who brings the city’s history to life. See Rainbow Row, the waterfront mansions along The Battery, the oak-lined streets of South of Broad, the French Quarter, historic churches, cobblestone alleys, and the College of Charleston campus. You will also pass the Four Corners of Law, one of the city’s most significant landmarks. Routes and sites visited may vary daily due to traffic, weather, or special events. This tour is ideal for first-time visitors, couples, and travelers seeking a smooth, informative overview of Charleston in a smaller group setting.

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.

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.

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.