Old Chicago Gangster Tour

Bobby’s Bike Hike is rolling out the best Chicago mafia tour every weekend of the summer! This electric bicycle tour of Old Chicago will introduce you to the crazy and colorful people and places of Chicago’s bygone gangster days.

Our Old Chicago Gangster e-bike tour goes on a journey through time to an era when Chicago was ruled from behind the scenes by a shadowy criminal cabal known as the Chicago Outfit. You’ll learn about the dramatic rise and the often grisly demise of men such as Jim Colosimo, Johnny Torrio, Curly Humphries, Joe Accardo, and of course, Al Capone, all while taking in Chicago’s present-day splendor.

The motorized function of our fleet of e-bikes makes riding a breeze! Relax and buzz through town, focusing on the incredible sights and awe-inspiring history this guided adventure has to offer!  16 years and older only.  Must be 16 years or older to operate an E-bike.