5 Speakeasy and Hidden Bar Tours in the USA to Build a Night Around

1.Charleston: Speakeasy Sagas Prohibition Pub Crawl

★★★★★★★★★★4.3 · 208 reviews · 2 hours · from $35Our pick

Meet your English-speaking guide at the rear East Bay Street entrance of the U.S. Custom House for a two-hour walk through Charleston’s Prohibition years. Guides such as Jamie, Josh, Dawn, Alex, and Michael combine local history, scandalous stories, architecture, and stops at cocktail bars. Drinks cost extra, and groups are limited to six.

“I enjoyed the locations Alex took us too and the cool history.”

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2.Speakeasy Sagas – Charleston Prohibition Pub Crawl

★★★★★★★★★★4.5 · 136 reviews · 2 hours (approx.) · from $35

Walk through Charleston’s Prohibition-era stories with guides such as Jamie, Josh, or Justin, stopping at landmarks, pubs, and at least some drinking spots along the way. The two-hour tour costs $35, welcomes only those 21 and older, and includes history, mocktails, and a small-group setting. Drinks are extra.

“first of all, it should not be called a speakeasy tour. there was only one.- the vault. the rest are just bars. then the details when we signed up said we visit 5 different locations which we were not the case. the guide said we would visit 3. when I questioned it he agreed to go to Griffins. Anyway, it was just ok”

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3.Nashville’s Speakeasy Secrets: True Crime Tasting Pub Crawl

★★★★★★★★★★4.6 · 107 reviews · 2 hours - 150 minutes · from $54

Walk through Nashville’s darker past with guides such as Ryan, Reece, Ryne, Savannah, and Mark. Visit three speakeasies and historic bars, hear stories of Prohibition, gangsters, and murder, and buy whiskey flights or cocktails at each stop. The $54 ticket covers the guide, not drinks, and business casual dress is required.

“Mark was a great guide! Very informative, personable, and passionate! I wish he was my high school history teacher! He made it super fun! Even got into the speakeasy I was trying to get into, but couldn’t! Amazing evening!!!”

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4.Private Speakeasy Pub Crawl in Chicago with Local Historian

★★★★★★★★★★4.5 · 5 reviews · from $101

Spend three hours visiting old Chicago bars with a private historian and driver. Enter through secret doors, hear Al Capone-era bootlegging stories, and order Prohibition-era cocktails at your own cost. Guides have included Conor, Stefan, and Kai, with hotel or port pickup and drop-off included.

“Stefan was an excellent Guide with lots of historic knowledge. The venues were interesting and not something we would have been able to find on our own.”

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5.Los Angeles: Speakeasy Bar Hopping Tour with Drink

★★★★★★★★★★4.7 · 3 reviews · from $159

Join an English-speaking guide, including Harrison when available, for a 2.5-hour Hollywood night out. Visit three concealed bars: a 1920s-style cocktail room, a circus-themed underground den, and a Latin venue with music and burlesque. One starter cocktail and reservations are included, but extra drinks, parking, and your ride home are not.

“From the moment we met Harrison, we knew we were in for a great night. His warm welcome set the tone for what turned out to be an exceptional tour of LA’s local bar scene. Harrison's insider knowledge led us to hidden gems that only the locals are privy to, each with its own unique atmosphere and delightful drinks. Not only did Harrison show us the vibrant nightlife of Hollywood, but he also made sure we enjoyed every moment with his impeccable hosting skills. He was attentive, engaging, and full of fascinating stories that brought the city to life. It's rare to find a guide who combines such personal touch…”

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