Bike 13 miles through Chicago neighborhoods and sample pizza, hot dogs, and brownies
4.5 hours
Bike, helmet, food samples
Ride through Chicago and taste classic local staples while learning the stories behind them. You’ll cruise through neighborhoods including Wrigleyville, Gold Coast, Old Town, Lakeview, and Lincoln Park.
Ages 16+ and you must be able to ride a bike for 13 miles. Vegetarian options are available, but some dietary restrictions may have surcharges—clarify details with Greetwell before booking. Leaving the tour early and leaving bikes behind may result in a $29.99 per bike retrieval fee.
Refundable if canceled at least 72 hours before start (minus a 10% credit card processing fee). No cancellations within 72 hours. $10/person service fee for weekend reservation changes within 72 hours. Full refund if severe weather forces operator cancellation.
Yes. Complete the pre-arrival waiver sent by email before you arrive to save time at check-in.
Vegetarian options are available, and the operator can accommodate vegetarians or guests who don’t eat beef or pork. Options are limited for gluten-free or vegan diets, and the operator can’t guarantee all dietary restrictions can be accommodated. Tell your dietary needs in advance; some restrictions may have surcharges (clarify the amount with Greetwell before booking).
Dress for current weather conditions and consider layers, since conditions can change near the lake. Wear comfortable clothing and shoes (closed-toed shoes preferred). The tour runs rain or shine, and ponchos may be 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