Explore Nashville’s Prohibition era with whiskey tastings and true crime tales. Sample fine Tennessee whiskey and uncover hidden histories.
Explore Nashville’s Prohibition era with whiskey tastings and true crime tales. Sample fine Tennessee whiskey and uncover hidden histories.
- The Ariston - Experience the rich history of Tennessee Whiskey at this renowned speakeasy-inspired cigar bar.
- Big Machine Brewery & Distillery - Discover the art of crafting whiskey and savor it the Tennessee Way.
- Standard Proof Whiskey Co. - Embark on a journey through Tennessee with these infused whiskeys.
- **Nelson’s Green Brier…
- The Ariston - Experience the rich history of Tennessee Whiskey at this renowned speakeasy-inspired cigar bar.
- Big Machine Brewery & Distillery - Discover the art of crafting whiskey and savor it the Tennessee Way.
- Standard Proof Whiskey Co. - Embark on a journey through Tennessee with these infused whiskeys.
- Nelson’s Green Brier Distillery - Explore the legacy of one of Tennessee’s oldest whiskeys.
SUBJECT TO LOCATION AVAILABILITY

- Business casual attire required, no athletic gear or cargo shorts
- Event proceeds rain or shine, rescheduling for severe weather
- Guide can refuse entry for inappropriate behavior or attire, no refunds
- Guided by a whiskey tasting expert (alcohol not included)
- Men must wear collared shirts and closed-toe shoes
- Visit 3 premium tasting rooms
- Government ID required to prove age 21+, no exceptions or refunds
- Business casual attire required, no athletic gear or cargo shorts
- Event proceeds rain or shine, rescheduling for severe weather
- Guide can refuse entry for inappropriate behavior or attire, no refunds
- Guided by a whiskey tasting expert (alcohol not included)
- Men must wear collared shirts and closed-toe shoes
- Visit 3 premium tasting rooms
- Government ID required to prove age 21+, no exceptions or refunds
- Alcoholic beverages
- Gratuity for guide
- Alcoholic beverages
- Gratuity for guide
EXCITING NEW TOUR!
Hop on our golf carts and journey back to the Prohibition era, exploring the origins of Tennessee whiskey and its connections to crime, corruption, and classic bootlegging.
This is more than just a ride — it’s an immersive storytelling adventure through Nashville’s intriguing whiskey history.
Visit three exclusive tasting rooms,…
EXCITING NEW TOUR!
Hop on our golf carts and journey back to the Prohibition era, exploring the origins of Tennessee whiskey and its connections to crime, corruption, and classic bootlegging.
This is more than just a ride — it’s an immersive storytelling adventure through Nashville’s intriguing whiskey history.
Visit three exclusive tasting rooms, each offering a curated selection of three half-ounce whiskey samples that highlight the richness, intensity, and smooth finish of authentic Tennessee spirits.
Ideal for whiskey enthusiasts, true crime aficionados, and anyone captivated by the grit, glamour, and intrigue of Prohibition-era Tennessee.
Relax and enjoy as the golf cart transports you through history, revealing speakeasies, clandestine deals, and the legendary figures who became part of Nashville’s storied past.
Bootleg and Barrels offers more than just a tasting. It is a daring, spirited journey through the whiskey-soaked history of Tennessee’s past.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.