William Means' Guide to Spending a Long Weekend in Charleston

William Means' Guide to Spending a Long Weekend in Charleston

From pristine sandy beaches to a world-renowned food scene, Charleston truly has it all. With an International Airport just twenty minutes north of the peninsula and hundreds of flights, Charleston has been put on the map as an easy long weekend destination. So grab your suitcase and pack your sunscreen because we've put together an insider’s take on all the activities to try, monuments to explore and so much more in the charming city of Charleston.

Historical Sites. Charleston's history is plentiful. Fort Sumter National Monument, located in the Charleston Harbor and accessible by ferry, is where the first shots of the American Civil War were fired in 1861. Meanwhile, The Old Exchange & Provost Dungeon has been a Charleston landmark for nearly 250 years, honoring the American Revolution and colonial Charleston. The Charleston City Market is a true wonder, where talented artists and entrepeneurs come together to share their craftsmanship and traditions with others. If you're looking for an authentic Charleston keepsake, this is the place to go! is Over on Sullivan's Island, The Fort Moultrie National Park is also located here and is open daily for tours. In 1776, it was the site of the first decisive Patriot victory over the British Navy.

Museums. Charleston is home to so many wonderful museums, guaranteed to spark interest for everyone in your group. Starting with the Charleston Museum, located in downtown Charleston on Meeting Street, this museum is America's first museum and focuses on the stories and events of the South Carolina Lowcountry. From the Charleston Single Houses to historical South Carolina figures, you'll leave with a profound understanding of the Holy City. If you have more of an eye for art, check out the Gibbes Museum of Art, offering a vast array of exhibitions, collections, tours, programs and events. Other Charleston museums include the USS Yorktown, the International African American Museum, the South Carolina Aquarium, the Children's Museum of the Lowcountry and the Nathaniel Russell House Museum.

Live Performances & Events. Something truly special about Charleston is the strong sense of community you can feel throughout. The Charleston Gaillard Center serves as a community platform, bringing people together over a shared love of music. The Lowcountry Jazz Festival takes place here every year in September. Credit One Stadium on Daniel Island is the Lowcountry's premier venue for outdoor concerts, as well as the Credit One Charleston Open, which takes place every spring. We suggest taking a tour of Charleston's astounding historic homes through the Preservation Society of Charleston's Fall Tours. This year marks the 50th annual Fall Tours, designed specifically to showcase the unique beauty of Charleston's homes, gardens and neighborhoods. The Charleston Stage, currently in residence at the Dock Street Theatre, offers a wide range of shows and acting classes. Check out their 2026-2027 calendar for shows you don't want to miss!

Restaurants. Year after year, Charleston receives high praise for its food scene, and it's no secret why. From traditional Southern comfort food to Italian cuisine and local cafes, you are sure to embark on an enriching experience when you dine in Charleston. Check out the full guide to Michelin restaurants here in Charleston. Vern's, Leon's Oyster Shop and Fig are just a few of our favorites. New to the food scene this year that are stirring up excitement are Ok Donna, Bareo and Current Burger. Indigo Road Hospitality Group, the powerful mastermind behind at least 12 food and beverage concepts in the greater Charleston area, is hosting its own restaurant week from September 3rd through the 13th, where new and returning guests can enjoy splendid three-course meals for a fraction of the cost.

Outdoor Activities. The Lowcountry is an outdoor enthusiast's playground. Check out our guide to all of the beautiful beaches in the area to find the one that best suits your needs. Kayak or paddleboard through Shem Creek and spot a pod of dolphins swimming by, or try a boat charter for an unparalleled view of the Charleston Harbor and city skyline! If staying on land is more your speed, take a walk or bike ride through some of our beautiful parks, such as Waterfront Park, Hampton Park and James Island County Park.

Places to Stay. If you're looking for a luxurious stay during your Charleston vacation, check out this list of boutique hotels that are every bit charming and enticing. Two newer hotels that have captured the attention of locals and tourists alike are The Cooper and The Dunlin. The Cooper, a luxurious waterfront retreat, offers gorgeous views of the Charleston Harbor paired with wellness experiences and culinary selections, while the Dunlin boasts sunset views over the marsh with a more hands-on Lowcountry experience. 

With so much to do and see here, it's easy to grasp why we can never get enough of this Lowcountry lifestyle! If you're anything like us, you may already be planning your next trip back. Or if you're looking to call this beautiful city home, we would be happy to call you our new neighbor. One of our knowledgeable and experienced agents would be happy to help you find your next address. 

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