Bike Chicago’s North Side neighborhoods and lakefront in 3 hours
3 hours
Bicycle, Helmet
Ride beyond the tourist core on a guided bike tour through Chicago’s North Side neighborhoods, parks, and beaches. See local highlights like the Gold Coast Mansions and stops near Lincoln Park Zoo as you cover about 9 miles.
You must be able to ride a bike for 9 miles; children must be strong, capable riders. A standard guide gratuity is $10 per person.
Refundable minus a 10% processing fee if you cancel at least 72 hours before the tour; no cancellations within 72 hours. $10/person service fee for weekend reservation changes made within 72 hours. Full refund if the operator cancels due to severe weather.
Yes. Complete the pre-arrival waiver you receive by email before you arrive to save time at check-in.
Arrive 15 minutes early for check-in, and use the restroom before you get there.
Late arrivals may be rebooked to preserve the tour timeline. You won’t receive a refund, and rescheduling fees may apply.
Bobby's Bike Hike, 540 N. Lake Shore Drive, Chicago, IL 60611
The guides here are consistently stellar, and travelers are quick to name them. Joe, Jeff, Jessika, and several others get enthusiastic shout-outs for being knowledgeable, funny, and genuinely caring hosts who make everyone feel comfortable. These aren't just rehearsed tours – guides share insider tips on where to eat later, adjust for weather needs, and greet past guests like old friends when they bump into them around the city. The food and bike tours seem to be the crowd favorites, taking groups through Chicago's iconic dishes at signature spots while weaving in local history and hidden gems. The routes avoid busy streets when possible, bikes are well-maintained and comfortable, and groups stay small enough that everyone feels looked after. Whether you're exploring downtown, Chinatown, or neighborhood breweries, expect a good mix of sightseeing, storytelling, and excellent eating. Several people mention doing the tour early in their visit so they can revisit favorite spots discovered along the way.
The Culinary Walking Tour was awesome. Elizabeth was quite knowledgeable about Chicago and very interesting to listen to. My only complaint is that I did not read where it was a 3 hour walking tour and I wore the wrong shoes - but that was my fault. I would highly recommend this your!
Kathleen Murray
July 8, 2026
The Culinary Walking Tour was awesome. Elizabeth was quite knowledgeable about Chicago and very interesting to listen to. My only complaint is that I did not read where it was a 3 hour walking tour and I wore the wrong shoes - but that was my fault. I would highly recommend this your!
Kathleen Murray
July 8, 2026
Sample Chicago favorites while cycling through vibrant Near West Side neighborhoods on a fun 4-hour guided ride
Eat and explore Wynwood with a guided walk and food samples included
Walk Chicago’s must-see sights, including Millennium Park, in 2 hours
Bike Miami Beach and sample local food with a guide
Walk Wynwood’s street art scene with Wynwood Walls entry included
Walk Little Havana and taste classic Cuban bites in 3 hours