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.

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.

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.

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.

Enjoy a slow tour of Charleston without tiring yourself out by walking when you trade in a walking tour for a horse-drawn carriage excursion. Hop in a private horse-drawn carriage and head out on the town, checking out historic landmarks and listening to live commentary from the carriage driver you make your way through the 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.

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.

Treats Walking Tour There's no better way to get to know Charleston than through its food, and this walking tour through the historic downtown makes the city's sweet side the star of the show. Your guide leads you to some of the neighborhood's best-loved bakeries and dessert spots, with tastings along the way and plenty of stories about the city's history and culinary traditions.

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.

As one of America’s oldest cities, Charleston is considered one of its most haunted. During this hair-raising walking tour, visit the city’s famous paranormal hotspots including Poogan’s Porch, one of America’s top 10 haunted restaurants, and St Philip’s Church graveyard, the location of a famous haunting. From stories of pirates, gangsters and serial killers to tragic lovers, you choose the narrative to suit your interests during this unique ghost tour.

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.

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.

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.

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.

Travel back to Colonial times aboard a horse-drawn carriage and discover more than 300 years of history on this guided, 1-hour tour of Charleston. See the many mansions, churches and gardens of yesteryear on this narrated tour around historic Charleston. Enjoy the romantic clip-clop sound as this educational adventure winds through the streets and learn about this ‘Holy City’ and its rich history and role in Civil War times.

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.

This unique foodie tour blends the perfect pairing of culinary delights with the captivating history of Lowcountry culture and the evolution of the region's cuisine. While you dine on Charleston's signature dishes and delicacies of the Lowcountry, your fun, knowledgeable, engaging guide, a native Charlestonian, will escort you through the famous Historic District to some of the city's premier restaurants, where you will receive VIP service. Your guide will be glad to recommend the best local dining and touring experiences to make the most of your stay in Charleston. Please list dietary or mobility restrictions in the "special notes" area when booking and we will gladly substitute dishes and make accommodations as necessary. This is a timed tour, with reservations at each restaurant, so we ask that guests please be on time. *A minimum of three to four guests is required for this tour to operate."

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.

Pickup and drop-off from downtown Charleston, South Carolina make it easy to tour Magnolia Plantation, one of the oldest plantations in the South. This 4-in-1 tour includes a narrated drive out to the plantation, a walking tour of the garden, tram tour through the property, and tour of the house itself, providing incredible value.

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.

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.

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.

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.