Free cancellation

Explore Milwaukee’s Prohibition Era with the Whorin' 20s Walking Tour

★ 5.0 (1 reviews) · By Shakers Cigar Bar

Step into Milwaukee's Prohibition era with the Whorin' 20s Walking Tour. Discover a city shaped by bootleggers, madams, gangsters, and corruption during the Roaring Twenties. This tour takes you through Milwaukee’s notorious vice district, revealing stories of underground dealings and colorful characters that helped define the city’s nightlife.

Led by expert storytellers, you'll explore historic locations and hear tales of scandal, organized crime, and the social scene of the 1920s. The experience offers a fascinating glimpse into how Prohibition transformed Milwaukee and why this era still captivates visitors nearly a century later.

Perfect for history buffs, groups, couples, or bachelorette parties, the Whorin' 20s Walking Tour offers a unique perspective on Milwaukee’s past beyond its well-known breweries and sports venues. Plus, brides get in free with qualifying bachelorette group reservations.

Frequently asked questions

How long does the tour last?

The Whorin' 20s Walking Tour lasts approximately 1.5 hours.

What languages are available?

The tour is conducted in English.

What is the group size?

Groups are limited to up to 15 participants.

Is the tour suitable for children?

The tour is designed for adults aged 18 to 100. Infants and small children can ride in a pram or stroller, but participants should have at least a moderate level of physical fitness.

What is included in the tour?

The tour includes a guided walk through Milwaukee’s vice district, with storytelling and stops at key locations. Brides go free with group bookings for qualifying bachelorette parties.

Can I cancel my booking?

Yes. You can cancel for a full refund if you do so at least 24 hours before the scheduled start time. Cancellations made less than 24 hours before are non-refundable.

Free cancellation

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

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 1.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 1.5 hours
Languages English
Group size Up to 15
Ages 18–100
Accessibility Infants and small children can ride in a pram or stroller; moderate physical fitness recommended

What's included

Included

  • Bride goes free with group booking - Midwestern's #1 Bachelorette Activity

Itinerary

Explore Milwaukee’s former vice district with a guided walk through historic sites tied to the 1920s underground scene. The tour combines storytelling with stops at key locations, revealing the colorful history of the era.

  1. Stop 1

    Walk through Milwaukee’s vice district as your guide shares stories of underground operations, hidden dealings, and larger-than-life characters from the 1920s. The route highlights the social scene and the realities behind it, ending at Shakers where you can continue your experience with a drink or dinner.

    Approximately 1.5 hours

Meeting point & pickup

Meet at the starting point

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

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Cancellation & confirmation

Free cancellation

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

  • 100% refund if cancelled at least 1 day before
  • 0% refund if cancelled less than 1 day before

Instant confirmation

Your booking is confirmed immediately after checkout.

From $69.00 per person

Adult Age 18–100
1
  • Free cancellation
  • Secure checkout with our booking partner

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