Bobby's Bike Hike - Services, Chicago

Chicago was once synonymous with its gangsters, and on the South Side tour run by Bobby's Bike Hike, cyclists seem to pedal back to those seedy times. The tour stops at Chicago's onetime red light districts and at the haunts of iconic gangsters such as Al Capone, who earned his hardened reputation by having perfectly good hot dogs roughed up at will. Fir more than a decade, the company has been hosting themed tours like these that show off the city's history, traditions, and scenery. Other have participants sampling the city's iconic pizza or rolling through lakefront neighborhoods. And anyone who prefers to create their own tour can rent bikes by the hour in a choice of styles that range from classic road bikes to two-seaters for parents and kids.