Bobby's Bike Hike

Our nighttime Chicago electric bike tour is a Chicago night tour party on wheels!  Roll through the Windy City on two-wheels with ease, and see some of our most beautiful landmarks lit up after dark. This tour will ride up and down our incredible lakefront, exploring a few of Chicago’s numerous parks and beaches. Highlights include Olive Park, Oak Street Beach, Millennium Park, Buckingham Fountain, Soldier Field, and many more!

Our Electric Bikes at Night is one of the most unique Chicago bike tours and is the perfect relaxing adventure to embark upon after the sun sets over our stunning skyline. Wednesday and Saturday night rides include a viewing of the Navy Pier fireworks, but never fear if you can’t make one of those. This tour delivers unforgettable sights and boundless entertainment any night of the week!

All riders must be 16 years of age and over.

Experience our “Chicago 101” tour which offers you all of the City’s most popular attractions rolled into one memorable activity.  This Chicago bike tour includes our most popular parks, fountains, attractions, and lakefront museums! All ages and abilities are welcome!  On this guided Chicago bike tour, you’ll witness breathtaking skyline views and epic monuments. Over the course of a leisurely two and a half hours, you’ll explore the stunning lakefront trail, stopping at various world-famous sites along the way.

This family friendly tour has something to offer the whole family; rich with history, photo opportunities, and two-wheeled fun! Our Chicago’s ‘Greatest Hits’ bicycle tour is the perfect way to see the incredible natural and man-made beauty that the Windy City has to offer!
 

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.
 

Rated the best Chicago sightseeing tour of 2018 by TripAdvisor, Most Organized Bike Ride of Chicago by the Chicago Reader, and Best Chicago Tour by Citysearch make it one of the best if not the best family-friendly Chicago bike tour!

This ‘live like a local’ Chicago bike tour experience is what made Bobby’s famous, taking you off the tourist beat and into the quiet neighborhood streets, city parks, and sunny beaches of the city’s North Side. This three-hour guided adventure will give you a generous glimpse at how Chicagoans enjoy their beautiful city.

Working up an appetite won’t be a problem on this tour! We’ll be sampling from each of Chicago’s four favorite food groups — pizza, hot dogs, cupcakes and beer. You’ll learn the history behind the foods that made Chicago famous and also get a taste for some of Chicago’s most popular neighborhoods as we cruise through Streeterville, the Gold Coast, Lakeview, Wrigleyville and Lincoln Park. Come taste the best of Chicago pizza, snacks, and beer while having a blast on two wheels!  All Food and Beverage samples included in ticket price.

This tour was designed with your family in mind!  Sometimes known as “Bobby’s Adventure Series” or “The Best Thing to Do in Chicago with Kids,” our 2-hour, easy riding 4-mile tour is the perfect Chicago tour for you and your energetic, curious children!

On the journey of one of the best tours in Chicago, you’ll discover exciting hidden gems including a secret garden, a petting zoo, a beautiful beach, and a giant statue of Abraham Lincoln! The tour rides at a leisurely pace, perfect for all skill levels. Kid bikes, trailers, child seats, and tagalongs are available to accommodate your family’s specific needs. This will quickly become one of your favorite activities for kids in Chicago.

Led by an energetic and engaging guide, Bobby’s Tike Hike is sure to make family memories that will last a lifetime!

Hop on two wheels and discover a whole new side of Chicago dining! On this Chicago culinary tour, taste your way through diverse neighborhoods as we explore Chicago’s immigrant history through food. Enjoy the local eateries and unique foods that make Chicago such an amazing and delicious place to live. All Food and Beverage samples included in ticket price. Tour Chicago by bike with restaurant pit stops along the way!