Step into Nashville’s hidden nights on a two-hour Prohibition-era cocktail crawl. Visit four Jazz Age–inspired venues in small groups, hear true tales of bootleggers and flappers, and sip pay-as-you-go drinks as you walk under neon and church steeples.
Step into Nashville’s hidden nights on a two-hour Prohibition-era cocktail crawl. Visit four Jazz Age–inspired venues in small groups, hear true tales of bootleggers and flappers, and sip pay-as-you-go drinks as you walk under neon and church steeples.
Book with Local Tastes of Nashville
Book directly with Local Tastes of Nashville for the best rates and real-time scheduling.
Reserve NowVerified experiences and guided adventures in the surrounding area.
Operated by Local Tastes of Nashville · Nashville, Tennessee
The streetlights pool onto cobbles, a muted trumpet threads between brick facades, and a guide with a pocketful of scandal ushers your small group into a low-lit alley. This is downtown Nashville after dark: the hum of Honky Tonk Row recedes and Printer's Alley leans in, daring you to listen for the city’s bootlegged past.
easy.
2 hours.
Minimal fitness required—suitable for most walkers comfortable standing and short urban strolls
No — drinks are pay-as-you-go at each venue so you can choose and pay for what you order.
Yes — the route and selected venues are wheelchair accessible, but let the operator know in advance so they can accommodate you.
Participants must be 21 or older and carry a valid photo ID for alcohol service.
Total walking is under one mile with short blocks between the four stops; the pace is relaxed with time to order and enjoy a drink.
During Prohibition (1920–1933) Nashville developed a network of hidden bars and after-hours clubs; Printer's Alley became synonymous with bootleg whiskey and jazz.
Support local businesses, avoid single-use plastics, and keep noise and litter to a minimum to preserve historic alleys and resident quality of life.
Local Tastes of Nashville operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Local Tastes of Nashville
Book directly with Local Tastes of Nashville for the best rates and real-time scheduling.
Reserve Now