Raise a glass to history — here are four of Charleston’s coziest, most historic bars to enjoy this winter.
Charleston is a city where history lingers in every corner — not just in its cobblestone streets and antebellum homes, but also in the places where locals and visitors gather. As the weather cools and the holidays draw near, it’s the perfect time to explore the Holy City’s most historic watering holes. After a carriage ride through Charleston’s festive streets, step inside one of these storied bars for warmth, atmosphere, and maybe even a little holiday cheer.
1. Big John’s Tavern
Founded in 1955 by former NFL player Big John Cannady, Big John’s Tavern has long been a Charleston staple. The walls are lined with Citadel memorabilia and decades of stories. This classic dive has an unpretentious atmosphere that makes it as welcoming as it is historic.
2. Blind Tiger Pub
Once a Prohibition-era “Blind Tiger” (a secret spot where patrons paid for the privilege of drinking), this pub now boasts one of the city’s most charming courtyards. The building dates back to the early 19th century, and the cozy interiors feel especially festive during the holidays.
3. The Griffon
Known for its walls covered in dollar bills, The Griffon is equal parts quirky and historic. Housed in a 19th-century building just off the Battery, it’s a favorite among locals, sailors, and visitors alike. Grab a pint and soak in the character — no two visits are ever the same.
4. Prohibition Bar & Restaurant
This upscale speakeasy-style venue transports guests back to the 1920s Prohibition era with its vintage-inspired décor, plush seating, and moody lighting. Located at 547 King Street, it’s revered for its award-winning cocktails and elevated bar fare crafted by Beverage Director Jim McCourt and a top-tier culinary team. Prohibition has earned accolades like “Best Cocktail Program” from Charleston City Paper and recognition from Esquire, Travel + Leisure, and Southern Living as one of the best bars in America.
Pair History with Hospitality
Whether you’re sipping beside a fireplace at the Blind Tiger or tucking into a booth at Big John’s, Charleston’s historic bars offer more than just a drink — they’re living history. Pair an evening carriage ride through the city’s holiday lights with a stop at one of these cozy taverns, and you’ll have a Charleston night to remember.
Plan your visit with Palmetto Carriage Works and let the city’s stories, both on the streets and in its taverns, come to life this season.
Reserve your carriage tour today and raise a glass to Charleston’s past.
