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

Overview

Available languages

English

2 hours

Mobile ticket

Nashville’s ORIGINAL Prohibition cocktail crawl explores jazz-era joints, hidden gem bars, and shocking-but-true stories from a sin-soaked past. Small groups, local experts, and pay-as-you-go drinks keep it fun and flexible.

Over roughly two hours, you’ll visit four carefully chosen venues in downtown Nashville, each selected for its Jazz Age character and connection to Prohibition. Expect a mix of insider, era-inspired joints and select speakeasy-style spots.

You'll drink in outrageous history as you sip and stroll. Enjoy true tales of bold flappers, crafty bootleggers, unexpected enforcers, and the clever workarounds that kept the spirits flowing.

Drinks are your choice and pay-as-you-go, so you're always in control. Groups are kept small, the walking is under a mile, and the pace is relaxed. Ideal for bachelorettes, birthdays, couples, and curious travelers who enjoy a different scene with style and substance.

Additional Info

Wheelchair accessible

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Transportation options are wheelchair accessible

All areas and surfaces are wheelchair accessible

Not recommended for pregnant travelers

Suitable for all physical fitness levels

Cancellation Policy

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

What To Expect

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.

30 minutes • Admission Not Applicable

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.

30 minutes • Admission Not Applicable

What‘s Included

Stroll sin-soaked streets & hear shocking-but-true tales.

Join a Jazz Age–steeped guide: historian, toastmaster, ringleader!

Snap Insta-worthy shots in hidden nooks & glam spots.

Enjoy insider specials at select partner venues.

Discover 4 hidden-gem, Prohibition-inspired bars & lounges.

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!

Options

Gold Key Experience VIP Upgrad

Exclusive Bonus Speakeasy Stop: Unlock access to a hidden speakeasy cigar lounge—underworld vibes, hush-hush cocktails, and a night you’ll never forget.
Duration: 40 minutes
Cocktails, Food, even Cigars!: Enjoy vintage craft cocktails, food, even cigars, if your interested. Pay as you go so you can enjoy things just your way!

The Original Prohibition Cocktail Crawl: Speakeasy Secrets!

Reviews

5.00

19 reviews

Total reviews and rating from Viator & Tripadvisor

Best tour of Nashville!
860kristar,Apr 3, 2026
- Review from Tripadvisor
5.00
Drew was amazing! We got to know the history of Nashville and laughed our way thru beautiful prohibition era buildings, hotels, and roof top bars. He was knowledgeable and informative. He answered a million questions for our group. I would never have seen Nashville without doing this tour. I will be back with more friends.
Have to do!
blayneb2026,Mar 31, 2026
- Review from Tripadvisor
5.00
Amazing experience, fun and informative! Very good individual, Drew was a great person to spend an afternoon with! Would do again!!
Great time.
V1991TAdavidg,Mar 7, 2026
- Review from Tripadvisor
5.00
Drew was a great host for this tour. Story telling was entertaining. Highly recommend him.
Best Nashville Tour! Cheers:)
Jeannette M,Mar 6, 2026
- Review from Viator
5.00
This is a must when visiting Nashville! Drew is an amazing story teller, sharing the underbelly of the city in a very interesting & fun way!
Absolutely Awesome Tour!
erinbO8072PH,Jan 4, 2026
- Review from Tripadvisor
5.00
Drew was an amazing guide! Tour was very well organized and the communication from Drew was great. He took us to spots that offered something for everyone :) Drew's energy and personality were excellent to be around and his knowledge of the history of Nashville is top notch.
Great speakeasy tour!
Y6181WCkristinh,Jan 3, 2026
- Review from Tripadvisor
5.00
Drew was awesome, so many little details of history that make this so unique. Great cocktails at each bar! Very knowledgeable tour! 💯 recommend!
A must do in Nashville
Thomas B,Jan 2, 2026
- Review from Tripadvisor
5.00
Drew made it really special. Great stories. Great entertainment. Very helpful information for our visit in Nashville. Highly recommend
Hidden Doors, Holiday Cocktails, and a Five-Star Night in Nashville
AthensDavid,Dec 30, 2025
- Review from Tripadvisor
5.00
This speakeasy crawl absolutely lived up to its reputation and then some. We went just a few days after Christmas, and the holiday-themed cocktail focus made the experience feel extra special rather than gimmicky. Each stop had its own personality, atmosphere, and thoughtfully crafted drinks, all tied together by a festive Christmas twist that felt intentional and well executed. Our tour guide, Drew, was outstanding. Knowledgeable, engaging, and effortlessly personable, he struck the perfect balance between storytelling and letting the group enjoy the moment. He clearly knows Nashville’s speakeasy scene inside and out, and his enthusiasm for both the history and the cocktails made the tour feel curated rather than scripted. The pacing was spot on, the venues were fantastic, and the overall experience felt polished and premium without ever being stuffy. If you’re looking for a unique way to experience Nashville beyond the usual honky-tonk scene, this tour is a must. We would absolutely do it again and recommend it without hesitation.
So great
Cattyg24,Dec 13, 2025
- Review from Tripadvisor
5.00
I cannot say enough about how wonderful our tour guide was! My friend is in a wheelchair and he went above and beyond to make sure she was comfortable. He was also hilarious! THANK YOU!
Good times in the cold rain
BRIAN H,Dec 5, 2025
- Review from Tripadvisor
5.00
Drew kept us entertained and intrigued throughout the tour. We had a great time and saw cool places we never would have discovered on our own. Fun way to spend a few hours!