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.
Corner of E. State St. and N. Edison St., across from the Marcus Performing Arts Center
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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
You can cancel up to 24 hours in advance of the experience for a full refund.
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