• U.S. Custom House - Travel back to the vibrant 1920s, when Charleston was bustling with bootleggers, speakeasies, and federal raids. This lively pub crawl reveals the city’s thrilling Prohibition-era history—beginning with the formidable U.S. Customs House, a key player in the battle against illegal alcohol. From secretive dockside deals to concealed bottles behind bar counters, discover how Charleston cleverly sidestepped the law—and celebrated with a toast. Cheers to rebellion, rumrunners, and a city that never stayed dry.
• Old Exchange & Provost Dungeon - Uncover the hidden history of speakeasies, smugglers, and the daring (or corrupt) individuals who defied Prohibition laws. The Old Exchange and Provost Dungeon, once a colonial prison, later became a focal point for Prohibition-era crackdowns. From concealed booze to clandestine deals, the law was merely a suggestion.
• St. Philip’s Church - Renowned for its towering steeple and sacred history, St. Philip’s Church played a subtle role during Prohibition—as a rumored lookout and meeting place in the Holy City’s underground network of bootleggers and secret deals. Just steps from where temperance was preached, locals whispered about hidden stashes and secret sips. In a city where the sacred met the scandalous, St. Philip’s stood at the intersection of faith, folklore, and forbidden spirits.
• Dock Street Theater - The Dock Street Theatre has long been a venue of performance and intrigue—and during Prohibition, the drama extended beyond the stage. Behind the scenes, the theater reportedly hosted secret gatherings and discreet cocktail hours, attracting Charleston’s elite to drink in defiance of the law.
• Philadelphia Alley - Philadelphia Alley is one of Charleston’s most legendary and mysterious paths. Known for its violent duels and ghostly tales, it also served a quieter purpose during Prohibition—a preferred route for bootleggers and patrons moving between speakeasies. By day, it was a historic walkway; by night, a hidden passage for forbidden spirits.

• Expert local guide provides entertaining and informative tour

• Gratuities
• Alcoholic beverages
• Only for guests age 21+

Travel back to the enigmatic 1920s, when Charleston was a city of contrasts—graceful on the outside, yet rebellious beneath the surface. On the Speakeasy Sagas Pub Crawl, participants will traverse the same streets where bootleggers evaded federal agents and clandestine bars thrived behind closed doors.

During the Prohibition era, alcohol was banned, but in Charleston, the festivities never truly ceased. This was not merely a city of Southern elegance and church steeples. It was a place of secretive rooms, rumrunners, and law enforcement officers who often turned a blind eye. From sophisticated societal scandals to lively waterfront crimes, this tour uncovers the hidden tales of Charleston’s untamed side. Along the journey, visitors can pause at selected pubs to savor their favorite contemporary cocktails in the Holy City, which refused to remain dry.

For groups of 10 or more, please contact the private & group sales coordinator at Ghost City Tours.

• Only for ages 21+

For a full refund, cancel at least 24 hours before the scheduled departure time.