Top Charleston Private and Luxury

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.

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.

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.

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."

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.

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 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.

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.

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.

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.

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.

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.

CELEBRATE your milestone in a meaningful way. Plan a secret proposal, capture your engagement, honor your anniversary, honeymoon, babymoon, or simply document a special trip with the people you love. CUSTOMIZE your experience to match your vision. Choose from: historic downtown Charleston, Boone Hall, Isle of Palms, Cypress Gardens, Shem Creek. Together, we’ll create the perfect setting for your story. ENJOY a relaxed, private experience designed just for you. I’ll guide you through beautiful locations and help you with simple, natural posing so you always know where to stand and what to do, while I capture professional photographs along the way. CHERISH the memories long after your trip is over. Leave Charleston with timeless photographs that will remind you of this special chapter for years to come. At the moment, I don’t offer portrait sessions for a single person unless it’s for graduation or senior photos.

Discover the delights of the Charleston food scene on this walking tour. With a guide, you'll learn about the cuisine of the Lowcountry region as you explore this historic city and sample local food products such as stone-ground grits, pralines, collard greens, and South Carolina barbecue. Tour is limited to 12 people for a small-group experience.

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 historical sights of Charleston on a walking tour with a guide who tells you about the city's long history. You'll wander along narrow streets and alleys, passing by antebellum homes and other attractions as you listen to stories about Charleston's past 300 years.

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.

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.

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.

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.

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.

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.

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.