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A historic building with ornate balconies and warm lighting at dusk. 1
A group of people posing in front of a decorative fence. 2
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A tall clock tower with a pointed spire, surrounded by trees and a clear sky. 4
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By Revelry Tours of Charleston

Reviews

9.2 out of 10
Wonderful
Free cancellation available
Price is ฿1,177 per adult
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Features

  • Free cancellation available
  • 2h
  • Mobile voucher
  • Instant confirmation

Overview

  • 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 storey of Charleston’s wild side. Along the way, stop at hand-picked pubs where you can enjoy your favourite modern cocktails (not included in tour price) in the Holy City with a refusal to stay dry.

Activity location

  • U.S. Custom House
    • 200 E Bay St
    • 29401-2611, Charleston, South Carolina, United States

Meeting/Redemption Point

  • United States Custom House
    • 200 East Bay Street
    • 29401, Charleston, South Carolina, United States

Check availability

Speakeasy Sagas - Charleston Prohibition Pub Crawl

  • Activity duration is 2 hours2h
    2h
  • English
Language options: English
Starting time: 16:00
Price details
฿1,177.12 x 1 Adult฿1,177.12
Total
Price is ฿1,177.12
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What's included, what's not

  • Inclusions
    A knowledgeable and entertaining tour guide
  • Exclusions
    Service charge
  • Exclusions
    Alcoholic Drinks
  • Exclusions
    Only for guests age 21+

Know before you book

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

Activity itinerary

U.S. Custom House

  • 24m
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 US 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.

St. Philip's Church

  • 24m
While best known for its soaring steeple and sacred history, St. Philip’s Church played a quieter role during Prohibition—as a rumoured 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.

High Cotton Charleston Restaurant

  • 20m
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 storey. 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.

Rudy Royale

  • 20m
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.

Location

Activity location

  • LOB_ACTIVITIESLOB_ACTIVITIES
    U.S. Custom House
    • 200 E Bay St
    • 29401-2611, Charleston, South Carolina, United States

Meeting/Redemption Point

  • PEOPLEPEOPLE
    United States Custom House
    • 200 East Bay Street
    • 29401, Charleston, South Carolina, United States

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