Whorin' 20s Walking Tour

1 hour 30 minutes (approximately)
Offered in: English

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.

What's Included

Bride goes free with group booking - Midwests #1 Bachelorette Activity

Meeting and pickup

Meeting point

Corner of E. State St. and N. Edison St., across from the Marcus Performing Arts Center

End point
This activity ends back at the meeting point.

Itinerary

Duration: 1 hour 30 minutes (approximately)
  • 1
    Milwaukee

    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.

    1 hour 30 minutes Admission ticket free

Additional info

  • 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
Supplied by Shakers Cigar Bar

Tags

Private and Luxury
Historical Tours
Walking Tours
Ghost Tours
Crime Tours
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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