
Bobby's Bike Hike Chicago Inc.
Explore the gems of Chicago's beautiful North Side on two wheels
Bike along the Lakefront Trail and roll through charming neighborhoods with a local expert
More...The Experience
Live like a local and bring your spirit of adventure as you explore Chicago's North Side on a bike tour that hits all the highlights. Led by an enthusiastic guide with a passion for history, you'll roll along quiet neighborhood streets, traverse picturesque city parks, and zip by sandy beaches at a comfortable pace on a seven-mile circuit through the Gold Coast, Old Town, and more. Exclusively for Mastercard cardholders.
What's priceless
Stopping for a group photo with Lake Michigan as the backdrop as you tour Chicago by bike with your favorite riders.
The highlights
- Discover Chicago's North Side on a comfortably paced bike tour
- Connect with your trusty guide, a local expert who will clue you into Chicago's epic history
- Ride a seven-mile circuit through the Gold Coast and Old Town, along the Lakefront Trail, and more
- Travel light thanks to the complimentary use of a rental locker
Details
- Priceless experiences are reserved for Mastercard cardholders
- Experience is available through December 31, 2025
- Must be booked at least 24 hours in advance
- Participants should be able to ride a bike. Bikes for children are available
- Children must be accompanied by adults
- The tours run rain or shine. Ponchos are provided if rain is forecasted
- Tours may conclude approximately 15-20 minutes before or after the anticipated end time
- By clicking "Add to cart", you agree to all our Terms of Use
Fine Print
- Will be scheduled on a mutually agreeable date and time, based on partner's availability
- This experience is non-refundable after scheduling is complete
About our partner
Bobby's Bike Hike Chicago Inc.
Founded in 2002, Bobby's Bike Hike is America's longest-running city bike tour operator, specializing in bike, walking and food tours and bike and kayak rental. Bobby's Bike Hike is named after their founder's late father, Bob, a former tour operator who inspired travel, community, health, and service; the four core tenets that Bobby's Bike Hike follows today. As a 2nd-generation tour operator, Bobby's Bike Hike has a passion for immersive travel, exceptional culinary experiences, and meeting enjoyable people from all over the globe. Their unique bike, walking, and culinary tours cater to various ages, interests, and skill levels. In just the past year, Bobby's Bike Hike was awarded the following top honors: Top 10 Food Tours in America by USA Today, Top 20 Food Tours in the World by Tripadvisor, Top 15 Vacation Experiences in USA by Entrepreneur Magazine.