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Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals

52 Reviews 4.88 out of 5 stars Based on 52 traveler reviews collected by Cool Shore Excursions and TripAdvisor |
Recommended by 96% of reviewers
96% of reviewers gave this experience a rating of 4 or higher.
|
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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from $48 per person

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Don't miss out!
On average, this is booked 28 (0) days in advance.
2 hours 15 minutes (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

Nashville’s Original Prohibition Cocktail Crawl explores downtown’s jazz-era nightlife, hidden-gem bars, and true stories from a sin-soaked past. Small groups and pay-as-you-go drinks keep it flexible, fun, and full of Gatsby-era mischief.

Please note: this is a Prohibition-themed cocktail crawl, NOT a speakeasy-only tour. Nashville does not have enough true speakeasies near each other to create a walkable route. Instead, we visit a curated mix of historic, hidden-gem, and era-inspired venues for history, cocktails, and lots of laughter.

In two hours, your 5-star host leads you to four downtown venues with stories of bootleggers, corruption, and clever workarounds that kept the spirits flowing.

Drinks are optional and à la carte; some venues may offer specials or preferred pricing, but discounts are not guaranteed at every stop. The walk is under a mile and relaxed—ideal for groups, couples, bachelorettes, and curious travelers who like cocktails with crazy-but-true history!

What's Included

  • Stroll sin-soaked streets & hear shocking-but-true tales.
  • Discover local venues with occasional tour-only specials.
  • Snap Insta-worthy shots in hidden nooks & glam spots.
  • Drinks & food – Pay as you go and ONLY buy what you want! Drinking is not required!
  • Tips – Usual 20% (~$11.60) IF you have the fun we hope you do!
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Meeting Location

Meeting point

170 4th Avenue North
Nashville, TN 37219, USA

Show on Google Maps

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

End point

Rep. John Lewis Way N & Church St
Nashville, TN 37219, USA

Final locations can vary but will be close to this intersection.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Safe & secure Easy breezy Hassle‑free

Downtown Nashville

THE MEN’S QUARTER Nashville’s most notorious playground — where the booze poured freely, the dice and the patrons could both be loaded, and the cops on the beat knew the word on the street... and looked the other way!SMOKEY ROW Once a blurry-eyed haze of cigars, fallen souls, and back-room brawls — the air thick with mischief, moonshine, and whispers you didn’t dare repeat.THE INTERSECTION OF “SIN & SALVATION” Where the shadows of church steeples fell across gin joints and hooch houses, and bells mingled with the calls from “Cat Houses.” Proof this town’s halos and highballs have always shared the same streets.Walk these streets with us and you’ll begin to FEEL the echoes of the time — and maybe even the seductive pull a little sin can have for the saintly.
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30 minutes Admission Ticket Free

Printer's Alley

Dare to duck into Nashville’s most notorious back alley!Step into history (and maybe a little trouble) in the legendary Printer’s Alley — where the hooch flowed, the jazz jumped, and the coppers knew to mind their own business.By day, it was a hub for printing presses and bible-binding. But by night? A Prohibition playground for gangsters, politicians, and high-rollers slipping past the law for bootleg whiskey and hot music.Today, the shadows still hum with speakeasy-style bars, sultry blues clubs, and hidden nooks that keep its glamorous, slightly scandalous spirit alive.Walk here with us, and feel why Nashville’s legendary past — and its coolest locals — still choose this strip for nights a little edgier (and more historic) than Honky Tonk Row.
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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
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels

Frequently Asked Questions (8)

Q: What is the cancellation policy for the Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals?

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 (CST).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?

We're here to help.
Activity code: C-364989P5

Traveler Photos

Reviews

4.88
52 reviews

Average 4.88 out of 5 stars based on 52 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
50
4 stars
0
3 stars
0
2 stars
2
1 star
0
Don't miss out!
On average, this is booked 28 (0) days in advance.
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Frequently Asked Questions (8)

Activity name

The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

Filter by:

Q: What is the cancellation policy for the Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals?
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 (CST).
  • 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.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Stroll sin-soaked streets & hear shocking-but-true tales.
  • Discover local venues with occasional tour-only specials.
  • Snap Insta-worthy shots in hidden nooks & glam spots.
  • Discover 4 bootlegger-worthy venues!.
  • Join a Jazz Age–steeped guide, toastmaster & ringleader!.
The following is NOT included:
  • Drinks & food – Pay as you go and ONLY buy what you want! Drinking is not required!.
  • Tips – Usual 20% (~$11.60) IF you have the fun we hope you do!.
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

The minimum age to participate is 21..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals is as follows:

  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Stroll sin-soaked streets & hear shocking-but-true tales.
  • Discover local venues with occasional tour-only specials.
  • Snap Insta-worthy shots in hidden nooks & glam spots.
  • Discover 4 bootlegger-worthy venues!
  • Join a Jazz Age–steeped guide, toastmaster & ringleader!
  • Drinks & food – Pay as you go and ONLY buy what you want! Drinking is not required!
  • Tips – Usual 20% (~$11.60) IF you have the fun we hope you do!

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • This tour/activity will have a maximum of 12 travelers

Report Product Issue

Activity name