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Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals
$48
This is an experience gift voucher. The recipient will book the experience after
they redeem the gift voucher.
Overview
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.
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.
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The experience offers several options. This price includes:
The Original Prohibition Cocktail Crawl: Speakeasy Secrets!
Tour guide
Language: English
Human tour guide
Duration: 2 hours
The experience offers several options, check yours above
- Discover 4 hidden-gem, Prohibition-inspired bars & lounges.
- Enjoy insider specials at select partner venues.
- Snap Insta-worthy shots in hidden nooks & glam spots.
- Join a Jazz Age–steeped guide: historian, toastmaster, ringleader!
- Stroll sin-soaked streets & hear shocking-but-true tales.
- Tips – Usual 20% (~$11.60) IF you have the fun we hope you do!
- Drinks & food – Pay as you go and ONLY buy what you want! Drinking is not required!
Meeting point
Meet your host OUTSIDE the hotel — Look for someone with some Jazz-era flair — We're looking for you, too!
NOTE: Our 1:30 PM Tours, meet outside The Hotel Indigo/Countrypolitan (315 Union St)
HOT TIP: Arrive 20–30 minutes EARLY for pre-tour cocktails at exclusive “Gatsby Insider” pricing!
Return details
Final locations can vary but will be close to this intersection.
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Downtown NashvilleTHE 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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Printer's AlleyDare 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.
If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
If it’s canceled because the minimum isn’t met,
you’ll be offered a different date/experience or a full refund.
How it works?
01
—
You choose from 10,000+ experience gifts
02
—
We deliver the eVoucher or the Physical box to the recipient
03
—
Recipient books the experience and creates unforgettable memories!
Nashville’s 1st Prohibition Cocktail Crawl: Secrets & Scandals
$48
This is an experience gift voucher. The recipient will book the experience after
they redeem the gift voucher.
How it works?
01
—
You choose from 10,000+ experience gifts
02
—
We deliver the eVoucher or the Physical box to the recipient
03
—
Recipient books the experience and creates unforgettable memories!