Charleston · PUB CRAWLS & SPEAKEASY NIGHTS
14 reviewed
Charleston drinks well, from the taverns the founders knew to speakeasies behind unmarked doors on King Street. These are the best pub crawls and speakeasy nights in town — how many stops each includes, what is covered versus a cash bar, group size, and what the night costs before the first round.
A 2-hour Charleston walking tour that mixes landmark history with Prohibition-era bar stops, ending at Blind Tiger Pub for drinks.
“Brian was fantastic. We had a private group for my husbands 40th birthday and everyone was impressed with Brian’s knowledge and expertise. He did a great job and we thoroughly enjoyed it.”
A 2-hour, small-group Charleston Prohibition pub crawl with guided history and cocktail stops, led by entertaining local storytellers.
“Jamie is The Philosopher of Charleston, and our group enjoyed his wit along with the stories of debauchery, bludgeoning, and political upheaval in Charleston. He led us on a walking tour to The Griffin, The Blind Tiger, and Bar Vaute, this last place I was honored to discover was only his third time taking a tour group. Along the trail, Jamie also shared stories about famous buildings, churches, and architecture that have scandalous pasts. Strong lessons in history with great cocktails! Thank you for the entertainment.”
Walk Charleston at night with Captain Brian: graveyard lore, Philadelphia Alley, dungeon tales, and bar recommendations. 2-hour tour.
“Captain Bryan was the absolute best tour I’ve ever had. From the tales of King Joffrey the turtle to a former Vice President’s exhumed corpse, Captain Bryan told accurate historical stories backed by his own research with a twist! Ghosts and spirits across multiple cultures were brought to life on this bar crawl. Can’t recommend this tour enough!”
Charleston Prohibition pub crawl with a small group, historic stops from U.S. Custom House to Blind Tiger Pub, and 21+ drink options.
“Tour was cancelled 2 hours before it was due to begin. A tour operator contacted me and said that she would initiate a refund; however, I have not seen the refund yet.”
A 2-hour Charleston haunted pub crawl with four historic stops, speakeasy stories, and optional drinks, led by engaging local guides.
“Definitely would not recommend. I’ve done other ghost tours where I’ve gotten goosebumps. This one was underwhelming at best. A couple of the pubs were cool, but it was pretty boring otherwise.”
Charleston walking history and bar tour: 2 hours, 2 historic bars, local guide, and a small snack. Drinks cost extra. Small group.
“This walking history and bar tour was a must do while in Charleston! Bryan was super knowledgeable about the history of the city and was a great story teller. It was fun to have drinks and learn at the same time!”
A downtown Charleston speakeasy cocktail class with 3 cocktails, bar snacks, and hands-on technique lessons in about 2 hours.
“Highly recommend. Our class was mid week, and only 2 people. Yet They still held the class (!!!), it was more 1:1 and wonderful. Dominic gave us great tips, history, and personalized the session to our tastes (no gin lol). Book this- you’ll learn some cool things and drink very good cocktails”
A 3-hour Charleston French Quarter pub tour with a certified beer-nerd guide, three drinks, and stories that mix pirates, politics, and more.
“Was told it was canceled due to not meeting the minimum number of participants??? I would like a refund!”
Bay Street Bastards pub crawl pairs Charleston true crime with cocktails at four landmark stops. Small 21+ night out for $35.
“I travel a lot for work and try and do a tour or two in each town. This tour was very fun, entertaining and educational but I think our guide Moth is what made the tour go from good to spectacular. Her story telling along with a great personality that fits in with the theme of the tour is unmatched.”
A 2-hour Charleston haunted pub crawl that pairs iconic bars with short ghost-story stops, local legends, and Revolutionary-era history for $36.
“Nathan was amazing and truly knew his history. The bars were cool and had some fun drinks. Thanks for the great night!”
A 2-hour walking bar hop in historic Charleston with Capt. Bryan: two real bars, ghost stories grounded in history, and included appetizers.
“Exciting, informative and fun! We really enjoyed our Host who was more of a local historian. The bars visited were fun and busy. Great way to see Charleston at night!”
A 2-hour Charleston haunted pub crawl with four stops, spooky local legends, and drinking games. $29, 6 to 8 PM.
“MJ had a wealth of knowledge! Improvement - I wish that I was notified that I was the only person registered and given an option to postpone. MJ made me feel comfortable but I wish I had the option to change and be with more people. I ended up drinking faster than normal because I felt that we were just waiting for me to finish my drink.”
Four hours, three breweries, and 12 beer pours in Charleston. Skip driving, meet Coby, and learn the beer story in a small group.
“Coby was a great tour guide and we really enjoyed the afternoon! Great selection of beers and learned some beer history along the way!”
Charleston bachelorette pub crawl blends bar hopping, a guided stop at Vendue Range, and Bar Trivia, plus Southern sights for $30.
“This was a really enjoyable tour. We went into places that we would have missed as tourists and our guide was really helpful and friendly, sharing random facts about the drinks and the history of the places we were in.”
