Bike Chicago’s lakefront parks and skyline highlights with a guide
3 hours
Bicycle, Helmet, Guide
Ride along Chicago’s lakefront and learn local history as you cruise through parks, gardens, and major landmarks. You’ll pass through Millennium and Grant Parks and the Museum Campus for skyline views along the way.
A pre-arrival waiver is required. Gratuity is customary; $10 per person is standard. If you leave early and leave bikes behind, a $29.99 per bike retrieval fee applies.
Cancel at least 72 hours before for a refund minus a 10% processing fee on credit card purchases. No cancellations within 72 hours. Weekend reservation changes within 72 hours cost $10/person. Full refund if operator cancels due to severe weather. 2-person minimum; if not met 2 hours before, may reschedule or cancel with full refund.
Yes. Complete the required pre-arrival waiver before you arrive.
Arrive 15 minutes early for check-in, and use the restroom before you arrive.
Dress for current weather conditions and consider layers near the lake. Wear comfortable clothing and closed-toed shoes if possible. The tour runs rain or shine, and ponchos are provided if rain is announced.
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.
We do a food tour in every new city we visit, and Fran was one of the best! We loved learning all the details of the city as much as trying the food. We will recommend to anyone visiting Chicago!
Tracey Schust
March 30, 2026
We do a food tour in every new city we visit, and Fran was one of the best! We loved learning all the details of the city as much as trying the food. We will recommend to anyone visiting Chicago!
Tracey Schust
March 30, 2026