expedia
Skip to main content
A person seated with large, fluffy, feathered props. 1
An interior with a wooden table, chairs, and a window overlooking a street. 2
A bar with wooden floors, bar stools, and a vintage decor including a jukebox and a sign that reads 'BULL's.' 3
A bar with wooden shelves, a vase of flowers, and bottles in the background. 4
A dimly lit room with leather chairs, a table, and a neon sign. 5

Whorin' 20s Walking Tour

By Shakers Cigar Bar
Free cancellation available
Price is RM 282 per adult
See tickets

Features

  • Free cancellation available
  • 1h 30m
  • Mobile voucher
  • Instant confirmation

Overview

Step back into Milwaukee’s Prohibition era and uncover a world of speakeasies, madams, gangsters, corruption, and scandal.

The Whorin’ 20s Walking Tour explores the city’s notorious vice district during the Roaring Twenties, when bootleggers, brothel owners, politicians, and organized crime figures helped shape Milwaukee’s nightlife and underground economy.

Led by expert storytellers, this entertaining and historically grounded walking tour reveals the hidden stories behind the city’s most colorful characters and forgotten locations. Along the way, guests will discover how Prohibition transformed Milwaukee and why the era continues to captivate visitors nearly a century later.

Perfect for history enthusiasts, groups, couples, bachelorette parties, and anyone looking for a different side of Milwaukee beyond breweries and ballgames.

Bride goes free with qualifying bachelorette party reservations.

Activity location

  • Milwaukee
    • Milwaukee, Wisconsin, United States

Meeting/Redemption Point

  • East State Street & North Edison Street
    • 53202, Milwaukee, Wisconsin, United States

Check availability

Whorin' 20s Walking Tour

  • Activity duration is 1 hour and 30 minutes1h 30m
    1h 30m
  • English
Language options: English
Starting time: 15:00
Price details
RM 281.85 x 1 AdultRM 281.85
Total
Price is RM 281.85
Until Sat, 4 Jul

What's included, what's not

  • What's includedWhat's included
    Bride goes free with group booking - Midwests #1 Bachelorette Activity

Know before you book

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Travelers should have at least a moderate level of physical fitness

Activity itinerary

Milwaukee

  • 1h 30m
Walk through Milwaukee’s former vice district as your guide leads you into the city’s Prohibition-era past. Along the route, you’ll visit key locations tied to the 1920s vice district, where stories of underground operations, hidden dealings, and larger-than-life characters begin to unfold. The experience blends movement and storytelling, giving context to the streets and spaces that once defined this era. Expect a guided walk with multiple stops, each revealing a different piece of the narrative—from the social scene to the realities behind it. The tour concludes at Shakers, where guests are invited to continue the experience with a drink, dinner, or further exploration of the building. This is an outdoor walking tour and operates rain or shine.

Location

Activity location

  • LOB_ACTIVITIESLOB_ACTIVITIES
    Milwaukee
    • Milwaukee, Wisconsin, United States

Meeting/Redemption Point

  • PEOPLEPEOPLE
    East State Street & North Edison Street
    • 53202, Milwaukee, Wisconsin, United States

Best Deals on Things to Do

Experience the wonders of the world up close with great deals on things to do near and far. Expedia offers one-of-a-kind activities that allow you to explore Milwaukee your way. Whether you love nature, culture, food or a bit of adventure, we have the perfect activity for you.

Top experiences in Milwaukee

With so many things to do in Milwaukee, planning the perfect day out may seem like a daunting task. Expedia is here to take the hassle out of finding the best attractions, tours and activities in Milwaukee. Families, couples and business travellers can all find the perfect activity in Milwaukee to create life-long memories with the help of Expedia.