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Weekend Trip Guide To Charleston SC: Where to Stay, Eat, and Drink

Charleston SC is a city rich in history and culture, famous for it’s southern charm, it's easy going lowcountry lifestyle, and it's coastal views. It's a city where high society living meets old southern hospitality. And being the #1 city in the WORLD, voted by Travel + Leisure, of course your travel plans for the year HAVE to include the Holy City. When it comes time to plan for your trip, here is a weekend trip guide of "musts" for the best places to stay, eat, drink, and play, in one of the globe's brightest and most welcoming cities.

Todd's Place (Downtown): Staying in a classic Charleston Single is a must for those lusting after an authentic Charleston experience. Remodeled to be the definition of uptown luxury, this downtown home is super convenient for taking in all that downtown historic Charleston has to offer. Not to mention it’s just a block from some of the best eating, drinking, and shopping on King Street.

The Oasis (Folly Beach) Steps from the beach, this luxurious retreat is the perfect place to relax and unwind. After a day spent in the ocean or on the beach soaking up some sun, you’ll want to lounge on the expansive porch (or even the private pool) well into the evening. It is the ideal location for enjoying the fresh sea air and cool ocean breezes.


Poogan’s Porch (Downtown): Looking for authentic southern fare? One of Charleston’s oldest independent culinary establishments, Poogan’s Poorch, serves up a menu of soul food staples such as Fried Green Tomatoes, Chicken & Waffles, and Pimento BLT (pimento cheese is considered “the caviar of the south” and you can't pass it up while you're in town). Find this homey restaurant tucked away on adorable Queen Street downtown.

Bowen’s Island (Folly Beach): For a one-of-a-kind experience, Bowen's Island is a favorite of locals and adventurous tourists alike. It’s just as famous for its locally harvested oysters, fried shrimp, and hushpuppies as it is for it’s eclectic vibe. Not only will you witness amazing sunsets from the 3 porches, but the authentic atmosphere makes eating a local tray of steamed oysters that much better. A must-visit for any seafood lover!


Browse Sweetgrass Basket Stands (Downtown): A signature of the area, every craftsman has their own unique style, which means that every stand has different and unique baskets, wreaths and more available. It’s always worth taking a few hours to browse the stands, meet the craftsfolk, and learn a bit about the culture and history they’re a part of.

Surf The Washout (Folly Beach): Ready to ride some waves? Located on the eastern side of Folly Beach, The Washout “got its name when Hurricane Hugo ‘washed out’ several homes and much of the nearby land during a massive 1989 storm. Today, these alterations allow the wind to create some of the best surf conditions on the east coast.” If you're not a surfer yourself, it's always a blast to watch the countless talented surfers catch some waves on a sunny day. Cowabunga!


A.C.’s Bar & Grill (Downtown): A bit of a hole in the wall, but a local favorite nonetheless. Unlike many of the trendy bars around town, A.C.’s is the kind of place where you can walk past the college kids, the lifers, a few corporate type, and still be served as soon as you make it to the bar (unlike the immensely popular other downtown spots).

Surf Bar (Folly Beach):  Surf Bar offers that true casual surfer vibe complete with neon lights, surfboards mounted around, and foreign currency tacked on the walls (evidence of its universal popularity). With regular live music kicking off around 10pm, the party on Folly starts at this local favorite.

This is just a taste of all the notable restaurants, bars, activities, and luxury vacation rentals throughout Charleston. If you're looking for more recommendations, just ask us! We're full of local go-to spots, and can even make reservations for you as part of our Concierge Services. Start planning your trip by booking one of our luxury vacation rentals. We can't wait to see you.

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