Speakeasy Sagas - Charleston Prohibition Pub Crawl

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Speakeasy Sagas - Charleston Prohibition Pub Crawl

(199)

Add to Wishlist

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US$37.13 per guest

Adult x1

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Available Tomorrow

Free cancellation (24 hours notice)

For each guest that attends this experience, byFood will donate
10 meals

Summary

Experience Details

What You’ll Experience

Where to Meet

Reviews

Location

Charleston

Duration

2 hours

Number of Guests

1 - 10 guests

Language

English

Digital Ticket

Mobile or paper ticket accepted

Uncover Charleston's wild past on this prohibition pub crawl. Explore hidden speakeasies, relive the '20s intrigue, and sip modern cocktails in secret bars. The rebels' story awaits you!

For each guest that attends this experience, byFood will donate
10 meals

Experience Details

Step back into the shadows of the 1920s, when Charleston was a city of contradictions—charming on the surface, rebellious underneath. On the Speakeasy Sagas Pub Crawl, you’ll walk the very streets where bootleggers dodged federal agents, secret bars buzzed behind locked doors.

During Prohibition, alcohol was outlawed—but in Charleston, the party never really stopped. This wasn’t just a city of Southern charm and steeples. It was a city of hidden rooms, rumrunners, and lawmen who conveniently looked the other way. From elegant society scandals to rowdy waterfront crime, this tour reveals the untold story of Charleston’s wild side. Along the way, stop at hand-picked pubs where you can enjoy your favorite modern cocktails (not included in tour price) in the Holy City with a refusal to stay dry.

What You Get

A knowledgeable and entertaining tour guide

Gratuities

Alcoholic beverages

Alcoholic Beverages

Only for guests age 21+

Good To Know

Suitable for all physical fitness levels
Wheelchair accessible
Only for ages 21+

What You’ll Experience

U.S. Custom House

Step back into the roaring 1920s, when Charleston was a hotbed of bootleggers, speakeasies, and federal raids. On this spirited pub crawl, we’ll uncover the city’s wild Prohibition-era past—starting with the imposing U.S. Customs House, once a stronghold in the fight against illegal liquor. From whispered deals on the docks to hidden bottles behind bar counters, you’ll explore how Charleston danced around the law—and raised a glass anyway. Cheers to rebellion, rumrunners, and the city that never stayed dry.

24 minutesAdmission Ticket Free

St. Philip's Church

While best known for its soaring steeple and sacred history, St. Philip’s Church played a quieter role during Prohibition—as a rumored lookout point and meeting spot in the Holy City’s underground world of bootleggers and backroom deals. Just steps from where the law preached temperance, locals whispered about hidden stashes and secret sips. In a city where sacred met scandal, St. Philip’s stood at the crossroads of faith, folklore, and forbidden spirits.

24 minutesAdmission Ticket Free

High Cotton Charleston Restaurant

High Cotton, a beautifully restored former bank building in Charleston’s Historic District, is where elegance, wealth, and rebellion once collided. Named after the Southern phrase “living on high cotton,” this landmark reflects the prosperity of Charleston’s cotton-trade era and the lavish lifestyle of the city’s elite. But beneath the refined atmosphere lies a more controversial story. Local legend connects the building to the fiery temperance activist Carry A. Nation, famous for storming saloons with a hatchet during her crusade against alcohol in the early 1900s.

20 minutesAdmission Ticket Free

Rudy Royale

Rudy Royale reflects a spirited history but behind its modern Southern charm lies a connection to one of the most controversial periods in American history - Prohibition. During the era of the 18th Amendment, when the sale and production of alcohol became illegal across the United States from 1920 to 1933, Charleston’s bars and backrooms transformed into hidden speakeasies where liquor continued to flow despite federal law. Charleston remains a city that resisted quietly, celebrates loudly, and keeps its spirits full behind closed doors.

20 minutesAdmission Ticket Free

Meeting & Pickup

Meeting Point

United States Custom House, East Bay Street, Charleston County South Carolina, United States, US, 29401

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Your guide will be waiting for you on the steps of the U.S. Custom House, on the East Bay Street side. Please note that this is the back entrance of the Custom House.

End Point

Blind Tiger Pub, Broad Street, Charleston County South Carolina, United States, US, 29403

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Cancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund.
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Reviews

4.5

based on 199 reviews

(Viator)

Wanna was great!

September 01, 2026

Loved Vanna's presentation, she had great stories to tell and was very animated in telling them. Highly recommend this tour.

(Viator)

Secrets of Prohibition

September 01, 2026

Our tour was very fun and interesting. Our guide was very entertaining! Learned the many secrets of Prohibition.

(Viator)

Great guide, great tour!!

August 31, 2026

Our guide was so much fun and gave a great tour! She brought the kind of energy and enthusiasm I wanted while visiting Charleston.

(Viator)

we learned a lot it was...

August 31, 2026

we learned a lot it was very informative, and guide was very knowledgeable. It was his first time being a tour guide, and he did a great job.

(TripAdvisor)

History and Cocktails

August 22, 2026

Andee was great! She was personable and knowledgeable and was able to answer all of our questions. I liked how she tied history with the drinks and had drink recommendations at each spot.Thanks for...read more

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