Step back into the shadows of the 1920s, when Charleston was a city of contradictions—charming on the surface, rebellious underneath. On the Speakeasy Sagas Pub Crawl, you’ll walk the very streets where bootleggers dodged federal agents, secret bars buzzed behind locked doors.
During Prohibition, alcohol was outlawed—but in Charleston, the party never really stopped. This wasn’t just a city of Southern charm and steeples. It was a city of hidden rooms, rumrunners, and lawmen who conveniently looked the other way. From elegant society scandals to rowdy waterfront crime, this tour reveals the untold story of Charleston’s wild side. Along the way, stop at hand-picked pubs where you can enjoy your favorite modern cocktails in the Holy City with a refusal to stay dry.
If you have 10 or more guests in one group, please get in touch with the private & group sales coordinator with Ghost City Tours.
Step back into the roaring 1920s, when Charleston was a hotbed of bootleggers, speakeasies, and federal raids. On this spirited pub crawl, we’ll uncover the city’s wild Prohibition-era past—starting with the imposing U.S. Customs House, once a stronghold in the fight against illegal liquor. From whispered deals on the docks to hidden bottles behind bar counters, you’ll explore how Charleston danced around the law—and raised a glass anyway. Cheers to rebellion, rumrunners, and the city that never stayed dry.
Trace the secret history of speakeasies, smugglers, and the brave (or corrupt) souls who defied the dry laws. The Old Exchange and Provost Dungeon, once a colonial prison and later a hot spot for Prohibition-era crackdowns. From hidden booze to underground deals, and the law was just a suggestion.
While best known for its soaring steeple and sacred history, St. Philip’s Church played a quieter role during Prohibition—as a rumored lookout point and meeting spot in the Holy City’s underground world of bootleggers and backroom deals. Just steps from where the law preached temperance, locals whispered about hidden stashes and secret sips. In a city where sacred met scandal, St. Philip’s stood at the crossroads of faith, folklore, and forbidden spirits.
You will make your own way to the meeting points
It is state law to have a valid photo ID with you to enter the bars. For guests who reside outside of the US, a valid passport is required for bar entry. Please wear comfortable footwear. Dress appropriately for the weather. Gratuity for your guide is strongly encouraged.