Discover Charleston's rich history on a captivating 2-hour walking tour through its historic streets and hidden alleys. Beginning at the Shepheards Tavern marker, this journey takes you from the city's 17th-century founding through pivotal events that shaped its identity. Your knowledgeable guide will share engaging stories, encouraging questions and interaction to enrich your understanding of Charleston's complex past. Ideal for first-time visitors, seasoned travelers, and local residents alike, this tour offers an intimate look at the city's heritage while fostering a personal connection with each guest.
- Walk through the Old and Historic District, uncovering Charleston’s storied past
- Tour lasts approximately 2 hours, ending near the iconic Rainbow Row
- Perfect for history enthusiasts, newcomers, and locals wanting to learn more
- Departure from Shepheards Tavern marker at 46 Broad Street, 15 minutes early arrival recommended
This tour will at 46 Broad Street, an intersection that includes the Shepheards Tavern Marker, Plenge the Hat Man, and one of Charleston's first banks which saw a very odd attempt to rob it by underground tunnels. We will walk down Church Street along the original grid streets of the 1670's Grand Modelle design before exploring Stoll's Alley and its collection beautiful Philip Simmons ironworks.
Emerging from the relatively hidden entrance to Stoll's Alley, we will walk along the Sea Wall on East Bay Street and learn about the original Walled City, view the Charleston Harbor and its historic fortifications, and learn more about the beautiful architecture and stories of the large antebellum homes that line the waterfront.
No walking tour is complete without a stop at the historic White Point Gardens and Battery. Filled with the canopies of aged live oaks, and lined with cannons that saw history in the making during the Revolutionary and Civil Wars, this part of Charleston also bears a marker to end of the pirate age in Charleston. We may also see a wedding taking place at the historic gazebo.
We will stroll from White Point Gardens back up the storied streets such as Meeting, King, or Legare. Sharing more fascinating stories and busting some myths about some houses too. We listen to your interests all throughout the tour and adjust as needed to make sure you all leave us having learned all you could. From a house that is still owned by descendants of signers of the Declaration of Independence and the Constitution, to remnants of the horrible institution of slavery, we will have you captivated along the entire way.
The intersection of Broad and Meeting Street once was the general location of the drawbridge to enter the walled city of Charleston. Today it is believed to be the only place in the world where you have all forms of law represented in once place. We will also move through Washington Park here and learn about its fascinating history.
A walk down Chalmers Street, with its beautiful cobblestones, will be balanced with the harsh reality that it also contains one of the last slave auction locations in Charleston. Here we will also see what is believed to be the oldest house in Charleston, from the late 17th Century.
We will walk by the Old Exchange and learn about its history as the site of the first Revolutionary Tea Party as well as site of many other events through history.
We will end our tour near Rainbow Row, but not before we learn about its history and how it became such a beautiful street (with a few myth busters in there too).
We meet at the Shepheards Tavern Marker located at 46 Broad Street (the corner of Broad and Meeting Streets). If traveling by car, the closest public parking garage is located just a few minutes walk way, on Queen Street behind the Mills House Hotel.
Charleston, South Carolina, is a historic coastal city known for its rich cultural heritage, stunning architecture, and vibrant food scene. With its cobblestone streets, antebellum mansions, and picturesque waterfront, Charleston offers a unique blend of history, charm, and Southern hospitality.
One of the nation's oldest public markets, featuring local artisans, food vendors, and unique souvenirs. The market is a great place to experience the local culture and history.
The site where the first shots of the Civil War were fired. Visitors can take a ferry to the fort and learn about its historical significance.
A historic plantation with beautiful gardens, nature trails, and a zoo. It's one of the oldest public gardens in America.
A classic Lowcountry dish featuring creamy grits topped with sautéed shrimp and a flavorful sauce
A rich, creamy soup made with blue crab meat, crab roe, and a touch of sherry
Spring and fall offer pleasant weather and fewer crowds, making it ideal for sightseeing and outdoor activities. The city is vibrant with festivals and events.
US Dollar (USD)
Eastern Time Zone (ET) - GMT-5 (EST) or GMT-4 (EDT during daylight saving time)
120VV, 60HzHz
Charleston is generally a safe city for travelers, but as with any destination, it's important to be aware of your surroundings and take precautions to ensure a safe and enjoyable trip.
Charleston Bus Station
The Charleston Area Regional Transportation Authority (CARTA) operates a network of buses. The system is affordable and convenient for getting around the city.
Available • Apps: Uber, Lyft
Car, Bike, Scooter
A popular beach destination known for its laid-back atmosphere, surfing, and seafood restaurants. Folly Beach offers a great escape from the city with its wide sandy shores and ocean views.
A historic plantation with beautiful gardens, a museum, and a restored rice mill. Middleton Place offers a glimpse into the lives of plantation owners and enslaved people.
Price varies by option