Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals
Overview
Available languages
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
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.
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.
Options
The Original Prohibition Cocktail Crawl: Speakeasy Secrets!
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!
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!
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
28 reviews
Total reviews and rating from Viator & Tripadvisor
Great way for ADULTs to spend an evening in Nashville
chimerel,Jun 6, 2026
- Review from Tripadvisor
5.00Drew is an amazing storyteller. Very knowledgeable about the area. Very kind. Ask questions…you’ll be delighted at the responses!
Best Guide & Cocktail in Nash!
57halliea,Jun 6, 2026
- Review from Tripadvisor
5.0010/10!!!!! best tour and best tour guide! Learned so many cool things and places I never would’ve known about! Best cocktails at every stop as well!
Drew is the best
Wander39803482303,May 23, 2026
- Review from Tripadvisor
5.00Drew is awesome and so friendly. We had a wonderful time.
Hidden Gems, Great Cocktails, and Incredible Stories in Nashville
rominam603,May 10, 2026
- Review from Tripadvisor
5.00Nashville’s original Prohibition Cocktail Crawl was one of the highlights of our trip. The mix of scandalous Prohibition era stories, hidden bars, and incredible cocktails made for such a fun and unique experience. Our tour guide, Drew, was beyond knowledgeable about the history of Nashville and every bar we visited. He was an amazing storyteller who kept the group entertained the entire time while sharing fascinating and shocking true stories from the Prohibition era. Drew also gave us fantastic drink recommendations at each stop, and every bar we visited had its own distinct atmosphere and style. The places he took us were incredibly unique and honestly spots we never would have discovered on our own. The whole experience felt immersive, entertaining, and perfectly curated. I would absolutely recommend this tour to anyone visiting Nashville who enjoys cocktails, history, and discovering hidden gems around the city.
Fantastic tour!
Tonya S,May 10, 2026
- Review from Tripadvisor
5.00Drew was amazing! He was so knowledge and kind. He made the tour bery interesting!! The locations we visited were top notch!!
Highly recommend!
H2409YQrebeccab,May 9, 2026
- Review from Tripadvisor
5.00Amazing time. Great guide, highly recommend!
Strongly Recommend
M1208PUsusanh,Apr 18, 2026
- Review from Tripadvisor
5.00Charismatic and relatable. Tons of information.
Delicious food and great stories
V2694QHkirstens,Apr 18, 2026
- Review from Tripadvisor
5.00Highly recommend! Drew was an excellent guide and shared great stories about the area and food scene. The food was delicious and gave us a good taste of Nashville. Our group thoroughly enjoyed this tour!
Do Not Miss This Tour
667cydh,Apr 16, 2026
- Review from Tripadvisor
5.00If you want something that’s equal parts history, storytelling, and a really good time—this The Nashville Prohibition Cocktail CRAWL absolutely delivers! From start to finish, it was a five-star experience. Drew, our guide was incredibly knowledgeable and brought the Prohibition era to life with fascinating stories, local legends, and just the right amount of humor. You’re not just walking around—you’re stepping back in time, learning about speakeasies, bootleggers, and the hidden side of Nashville most people never see. The stops were thoughtfully chosen, blending historic spots with great atmosphere, and the pacing was perfect—never rushed, never boring. Whether you’re a history lover or just looking for a unique night out, this tour strikes the perfect balance between educational and fun. Highly recommend this to anyone visiting Nashville or even locals looking to experience the city in a whole new way. You’ll leave entertained, a little wiser, and with some great stories to tell. ⭐⭐⭐⭐⭐
Best tour of Nashville!
860kristar,Apr 3, 2026
- Review from Tripadvisor
5.00Drew 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.
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Operated by Local Tastes of Nashville