Adventure Brief
Discover Chicago’s Lakefront Trail on two wheels with a 2 Hour Bike Rental. Enjoy 150 miles of safe bike lanes, city skyline views, and personalized maps for a perfect urban cycling adventure.
2 hours
easy
From $35.09
Family Friendly
Starting at $14.99/hr
Discover Chicago’s Lakefront Trail on two wheels with a 2 Hour Bike Rental. Enjoy 150 miles of safe bike lanes, city skyline views, and personalized maps for a perfect urban cycling adventure.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; flat terrain makes for comfortable riding.
Wildlife
History
The Lakefront Trail was developed in the 1970s as part of Chicago’s extensive public parks system to provide lake access and recreation space for residents and visitors.
Conservation
Efforts to maintain the trail focus on habitat preservation and reducing litter to keep the lakeshore pristine for both wildlife and riders.
Bobby's Bike Hike
Starting at $14.99/hr
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.
Based In
Miami, FL
Headquartered in Miami
Tours Offered
11
Guided walks and bike experiences
Bike Rentals
Chicago & Miami
Half, full, and multi-day options
Audience
Family & Adults
Family-friendly and adults-only tours
Book Wynwood art walks, Little Havana food tours, South Beach strolls, or Chicago bike rentals — secure online reservations available.
Wear a helmet at all times
Helmets are provided with your rental—wearing one keeps you safe on busy trails.
Use provided maps
Free maps help you navigate the extensive trail network without getting lost.
Stay hydrated
Bring a water bottle especially during warmer months to stay refreshed on your ride.
Follow trail etiquette
Keep right, signal before passing, and be aware of pedestrians to ensure a safe ride for everyone.
Comfortable athletic clothing
Breathable clothes help you stay comfortable during your ride.
summer
Light jacket
Layer up to adjust to changing spring temperatures.
spring
Gloves
Protect your hands from chills and provide a better grip.
fall
Water bottle
Staying hydrated is key for any active outing.