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Chicago Milwaukee City Highlights Day Trip with Brewery Tour

Discover Milwaukee's top attractions on a day trip from Chicago, including the Harley-Davidson Museum, Miller Brewery, and Milwaukee Art Museum. Optional fall foliage upgrade available.

Chicago
12 hrs 30 min
4.55Rating:
Last updated: September 24, 2025

Provider Score Distribution

Cumulative distribution showing how many tours score at or below each rating on each provider platform in Chicago.

Platform Scores

Viator logo
4.75
8 reviews
GYG logo
4.57
7 reviews
Viator logo
5.00
3 reviews

Important Information

  • Guests under 18 must be with an adult
  • Pregnant women allowed if under 24 weeks
  • Provide accurate booking details
  • Pre-purchased tickets not accepted

Embark on a captivating day trip from Chicago to Milwaukee, where you'll explore the city's rich history and vibrant culture. Start your journey at the Harley-Davidson Museum, home to over 450 motorcycles and artifacts celebrating a century of innovation. Next, savor the flavors of Milwaukee with a guided tour and beer tasting at the renowned Miller Brewery. Discover the culinary delights of the Milwaukee Public Market, featuring 24 unique specialty food vendors. Admire the stunning architecture of the Milwaukee Art Museum, one of the largest art museums in the US. On select dates, enjoy the breathtaking fall foliage with an optional upgrade. With comfortable transportation and an experienced guide, this tour promises a day full of discovery and enjoyment. Book your Milwaukee adventure today!

Pros

  • Explore the iconic Harley-Davidson Museum
  • Savor beer samples at Miller Brewery
  • Admire the architecture of Milwaukee Art Museum
  • Discover flavors at Milwaukee Public Market
  • Witness stunning fall foliage on select dates

Includes

  • Professional driver and guide
  • Transportation based on group size
  • Miller Brewery Tour & Beer Tasting (if selected)
  • Harley-Davidson Museum entry (if selected)

Excludes

  • Meals and beverages
  • Gratuities (10%-20% recommended)
  • Personal expenses
  • Optional attraction admission fees

FAQ

  • What Is the Tour Duration?

    The tour lasts approximately 8-10 hours, including travel time.

  • Are Meals Included?

    Meals are not included, but you can purchase food at various stops.

  • Can Children Join the Tour?

    Yes, but children under 6 need a booster seat, which guests must provide.

  • Is the Tour Accessible for All Fitness Levels?

    Yes, the tour is suitable for all physical fitness levels.

  • What Should I Bring?

    Bring comfortable shoes, sun protection, and cash for convenience.

$125
4.55Rating:

Tour Highlights

  • Explore the iconic Harley-Davidson Museum
  • Savor beer samples at Miller Brewery
  • Admire the architecture of Milwaukee Art Museum
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