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Bootleg & Barrels: A Tennessee Whiskey History Tasting Experience

18 Reviews 4.89 out of 5 stars Based on 18 reviews collected by City Boat Tours and TripAdvisor | Recommended by 94% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Nashville, USA

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2 hours (approx.)
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Overview

BRAND NEW TOUR! Step into the Prohibition era as we trace the roots of Tennessee whiskey and its deep connections to crime, corruption, and bootlegging.

Guests will enjoy immersive storytelling while visiting three premium tasting rooms. Each stop includes a curated flight of three half-ounce whiskey pours, showcasing the depth and flavor of Tennessee spirits.

Perfect for whiskey lovers, true crime fans, and anyone fascinated by the grit and glamour of Prohibition-era Tennessee.

So lace up your boots, tip your hat, and take a walk on the wilder side of Tennessee history.

Bootleg & Barrels isn’t just a tasting — it’s a bold, boozy journey through the spirit-soaked past of the Volunteer State.

What's Included

  • Strict Dress Code: Guests required to wear business casual attire. No athletic gear/cargo shorts!
  • Our events proceed rain or shine. In the event of severe weather warnings, we will reschedule.
  • Men must wear a collared shirt and closed toe shoes.
  • Alcoholic beverages Alcohol and tastings NOT INCLUDED and will be sold separately at each location.
  • Gratuity for guide
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Meeting Location

Meeting point

Rep. John Lewis Way North
Nashville, TN 37, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

Church Street
Nashville, TN 37219, USA

A prohibition inspired Speakeasy in the heart of where bootleggers roamed free.

What To Expect

Standard Proof Whiskey Co.

Enjoy tastings of incredible infused whiskies that are unlike any whiskey you have tasted before
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30 minutes • Admission Ticket Free

Nashville Barrel Company Distillery

Founded in 2018 by a small group of friends to offer the best whiskey and share their love for quality spirits. You'll taste these delicious spirits.
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30 minutes • Admission Ticket Free

Printer's Alley

Nashville's world famous Printer's Alley was home to speakeasies and gaming houses. We'll tour this infamous street and learn its dark history.
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30 minutes • Admission Ticket Free

The Ariston

Enjoy the history of Tennessee Whiskey with a stop at this famous speakeasy inspired cigar bar.
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30 minutes • Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 100 travelers

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Bootleg & Barrels: A Tennessee Whiskey History Tasting Experience?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CDT).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-434705P13

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Reviews

4.89
18 reviews

Average 4.89 out of 5 stars based on 18 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
17
4 stars
0
3 stars
1
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1 star
0

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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Strict Dress Code: Guests required to wear business casual attire. No athletic gear/cargo shorts!
  • Our events proceed rain or shine. In the event of severe weather warnings, we will reschedule.
  • Men must wear a collared shirt and closed toe shoes.
  • Guests will visit 3 premium tasting rooms.
  • Government ID required to show proof of age of 21. NO EXCEPTIONS NO REFUNDS
  • Guided by a Whiskey Tasting Expert (Alcohol NOT INCLUDED in price of ticket)
  • Guide reserves the right to turn any one away deemed too spirited or not dress to code. NO REFUNDS!
  • Alcoholic beveragesAlcohol and tastings NOT INCLUDED and will be sold separately at each location.
  • Gratuity for guide

Additional Info

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 100 travelers

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Free Cancellation

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CDT).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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