Pedal Chicago’s top sights while tasting pizza, hot dogs, and Italian beef
4 hours
Bicycle, helmet, food samples
Explore Chicago by bike as you sample classic local foods and ride past waterfront and downtown landmarks. Hear the stories behind the city’s signature bites while cruising through the Gold Coast, Millennium Park, Navy Pier, and more.
Cancel at least 72 hours before for a refund minus a 10% credit-card processing fee. No cancellations within 72 hours. Weekend changes within 72 hours have a $10 per-person service fee. Full refund if severe weather forces the operator to cancel.
Product ID: WTVKM4
This tour lists rates for adults (12+), youth (ages 4–11), and infants (ages 0–3). You also must be able to ride a bike for about 10 miles (with breaks).
Dress for current weather conditions and consider layers. Wear comfortable clothing and shoes (closed-toe shoes preferred). The tour runs rain or shine, and ponchos may be provided if rain is announced.
Tell your dietary needs in advance (vegetarian, vegan, gluten-free, or avoiding pork, beef, chicken, or seafood). Some restrictions may have surcharges, and not all restrictions can be guaranteed. Options are limited for gluten-free or vegan diets.
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.
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