Chicago Lakefront Neighborhoods Bike Tour | Bobby’s Bike Hike
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Discover Chicago’s vibrant Lakefront neighborhoods on the Bike Tour of Chicago's Lakefront Neighborhoods. Led by expert guides, this 3-hour ride takes you past iconic sights like Streeterville, the Gold Coast, Old Town, and Lincoln Park, offering a perfect blend of cityscape, history, and waterfront scenery.
Enjoy a leisurely pace suitable for all ages and fitness levels, with bikes and helmets included. This kid-friendly tour is a fantastic way to see the city’s most picturesque areas while learning about Chicago’s rich history and ongoing reinvention.
Finish your adventure with a scenic cruise along the Lakefront Bike Trail, one of the nation’s most popular waterfront paths. Whether you're a first-time visitor or a local looking to explore differently, this Chicago bike tour promises memorable moments and stunning views.
Frequently asked questions
How long is the Bike Tour of Chicago's Lakefront Neighborhoods?
The tour lasts approximately 3 hours, covering many of Chicago’s scenic lakefront neighborhoods.
Is the tour suitable for children?
Yes, the tour is kid-friendly and suitable for ages infant 0-3, youth 4-11, and adults up to 99. All equipment, including bikes and helmets, is provided.
What is included in the tour price?
Your tour includes a local guide, a bicycle, and a helmet. Food and drinks are not included, and a $10 per person gratuity is suggested.
Are there any physical requirements?
The tour is accessible for all fitness levels and suitable for most participants.
Where does the tour start?
Meet at Bobby's Bike Hike, 540 N. Lake Shore Drive, entering through the Ohio Street tunnel. Please arrive 15 minutes early for check-in.
Can I cancel the tour if my plans change?
Yes, you can get a full refund if you cancel at least 24 hours before the scheduled start time. Cancellations less than 24 hours in advance are non-refundable.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 3 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Local tour guide
- Bicycle
- Helmet
Not included
- Food and drinks
- $10 per person suggested guide gratuity (cash, Venmo, PayPal)
Itinerary
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Stop 1
The Museum of Contemporary Art in the Gold Coast showcases Chicago's bold creative edge, nestled among historic mansions and leafy streets. Our guides highlight how MCA has helped position Chicago as a major player in the art world, blending innovation with neighborhood charm.
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Stop 2
Glide past the Gold Coast’s grand mansions and historic brownstones, hearing stories of how this lakeside neighborhood rose from the ashes of the Great Chicago Fire to become a hub for influential families and architects.
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Stop 3
Ride along Michigan Avenue, the Magnificent Mile, past legendary storefronts and historic hotels. Learn how this shopping corridor evolved from mansions to a symbol of Chicago’s resilience and global influence.
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Stop 4
Pass Lincoln Park Zoo, one of the oldest free zoos in the country, surrounded by green space and Lake Michigan views. Discover how Lincoln Park transformed from cemetery grounds into a beloved city oasis.
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Stop 5
Visit St. Michael’s Church in Old Town, a historic landmark that survived the Great Chicago Fire. Our guides share stories of how the neighborhood rebuilt around this resilient structure.
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Stop 6
Ride along North Avenue Beach, where Chicago’s skyline meets the lake. Learn about how the lakefront has been preserved as a public space, offering stunning views and outdoor activity.
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Stop 7
Cruise the Lakefront Bicycle Trail, an 18-mile stretch along Lake Michigan. Experience the city’s dedication to public access and enjoy breathtaking views of the lake and skyline.
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Stop 8
Ride past Lake Michigan, one of the largest freshwater lakes in the world, with expansive blue waters and a lively shoreline. Our guides explain how the lake shaped Chicago’s growth and identity.
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Stop 9
Explore Old Town’s historic streets lined with Victorian homes and lively arts scenes. Discover how this neighborhood became a creative hub after the Great Chicago Fire.
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Stop 10
Cycle through Lincoln Park, with its historic brownstones and green spaces. Learn how the neighborhood has evolved into a cultural and recreational hub for Chicagoans.
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Stop 11
Pass through Streeterville, a high-rise neighborhood built on reclaimed land, offering modern towers and scenic Lake Michigan views. Hear how it transformed from a sandbar into a luxury enclave.
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Stop 12
Visit the Standing Lincoln Statue in Lincoln Park, a tribute to Abraham Lincoln’s early years and Illinois roots. Our guides share stories of how Lincoln’s legacy is woven into Chicago’s history.
Meeting point & pickup
Meet at the starting point
Your Chicago Bike Tour begins at Bobby's Bike Hike, 540 N. Lake Shore Drive (entrance on Ohio Street). Enter through the driveway (tunnel) to the shop. Please arrive 15 minutes early for check-in.
Open in Google MapsCancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day before
- 0% refund if cancelled less than 24 hours before
- May be cancelled for bad weather
- May be cancelled if there are not enough travelers
Instant confirmation
Your booking is confirmed immediately after checkout.
From $59.00 per person
- Free cancellation
- Secure checkout with our booking partner
