Discover a fantastic cycling experience right outside the city with Bobby's Bike Hike. Perfect for families and cyclists of all levels, this business makes outdoor biking accessible and fun with expert-guided routes and rentals.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1–3 hours
Fitness Level
Suitable for most fitness levels, including beginners
Wildlife
History
The region played a key role in local history, with many routes passing through historic districts established in the early 20th century.
Conservation
Bobby’s Bike Hike promotes trail preservation and eco-friendly transportation, minimizing environmental impact.
Bobby's Bike Hike
Discover a fantastic cycling experience right outside the city with Bobby's Bike Hike. Perfect for families and cyclists of all levels, this business makes outdoor biking accessible and fun with expert-guided routes and rentals.
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.
Check trail conditions before your ride
Weather can impact trail surface and safety, so verify conditions prior to heading out.
Bring plenty of water
Stay hydrated during your ride, especially on warm days or longer routes.
Wear appropriate footwear
Cycling shoes or comfortable sneakers will keep you comfortable on the trail.
Start early in the day
Morning rides avoid crowds and provide cooler temperatures for a more pleasant experience.
Wide-brimmed hat
Protects from sun exposure during daytime rides.
summer
Hydration pack
Keeps water accessible for longer rides and hot days.
Bike helmet
Ensures safety for riders of all ages.
Sunscreen
Protects skin from UV rays while riding.
summer