Walk Chicago to see the legacy left behind by the Prohibition Era. See the architecture, iconic sights (both old and new), and best spots and try a local sweet treat along the way.

 

EXPERIENCE:

Walk the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. The architecture you’ll see reflects a city that had its eye on the future and wanted to shine, a city now known as one of the most culturally dynamic in the United States.

Start your day by the dazzling marquee of the Chicago Theater. Walk along the Chicago Riverwalk, then head to the Jewelers Building, and the London House, Stop for a sweet treat and local tradition of Chicago-style popcorn.

Along the way, you’ll see one of the most iconic buildings in Chicago, the Wrigley Building, and the Tribune Tower. Pass the Intercontinental Hotel, which showcases Greek and Egyptian elements (Al Capone was said to have mini-golfed here)!

Conclude your walking tour at the picturesque Millennium Park, home to the iconic Bean sculpture. Your guide will end your tour and point you in the right direction of some great lunch spots, drink recommendation and some more amazing sights.

 

TOUR HIGHLIGHTS:

Enjoy some classic Chicago-style popcorn
Discover the inspirations that the Prohibition Era had on the city in the 1920s
Visit one of Chicago’s most beautiful parks
Take iconic photo at the world-famous Bean sculpture
Personalized attention on small-group tour (or private) for maximum 16 people

 

 

Explore thousands of upcoming events, local tours, top restaurants, and the best places to stay in Illinois. You can also check out our dedicated city guide for Chicago.