Take a ride along Chicago’s spectacular 20-Mile Lakefront Trail with Full Day Bike Rentals. This service offers convenient, same-day rentals complete with helmets and maps for a safe, scenic urban cycling experience.
Take a ride along Chicago’s spectacular 20-Mile Lakefront Trail with Full Day Bike Rentals. This service offers convenient, same-day rentals complete with helmets and maps for a safe, scenic urban cycling experience.
Verified experiences and guided adventures in the surrounding area.
Operated by Bobby's Bike Hike · Chicago, Illinois
moderate.
2–6 hours.
Suitable for riders with a basic level of fitness; mostly flat terrain but requires endurance for full trail length
Full Day Bike Rentals primarily offers same-day full day rentals but inquire directly for shorter-term options.
Yes, every rental comes with a complimentary helmet for your safety.
Yes, the trail is mostly flat and paved, making it beginner-friendly with easy navigation.
The rental policy requires same-day return to the original location.
Yes, each rental includes a lock so you can safely secure your bike when taking breaks.
Winter conditions vary; the trail may be icy or closed, so check current conditions before planning a ride.
The 20-Mile Lakefront Trail was developed to connect Chicago’s park system along Lake Michigan, enhancing urban recreation space since its establishment in the 1970s.
Efforts to maintain native plantings and minimize trail erosion help protect the lakefront ecosystem and keep the path sustainable for all users.
Bobby's Bike Hike is a Miami-based tour operator offering guided walking and bike experiences across Miami and bike rental services in Chicago. The company organizes neighborhood-focused food and culture walking tours in Wynwood, Little Havana, South Beach, and Miami Beach, plus bike-and-food adventures that highlight local cuisine and iconic city views. In Miami, tours include the Wynwood Walls Food & Graffiti Art Walking Tour, Wynwood Walls Street Art Walking Tour, Little Havana Food & Culture Walking Tour, South Beach Food & Fun Walking Tour, and the Miami Beach Bikes, Bites & Views (Adults Only) bike and food tour. Several Miami tours run three hours, with options for VIP beverage add-ons like a Craft Drink package or a Mojito. For Chicago, Bobby's Bike Hike provides multiple bike rental durations — half-day, full-day (same day return), and two-day rentals — plus guided routes such as the Chicago Family Food and Bike Tour and a highlights walking tour of top city attractions. Rentals come with complimentary maps, helmets, and locks. All descriptions and trip options are based on published tour summaries. The operator emphasizes neighborhood-specific storytelling, local food stops, and practical support for riders and walkers alike, such as safety gear and route maps. This combination of guided tours and rental services makes Bobby's Bike Hike a practical choice for visitors seeking food-focused walks, street art tours, scenic bike rides, and flexible rental options.
Book with Bobby's Bike Hike