Adventure Brief
Paddle away from city crowds with Bobby's Kayak Rentals on Lake Michigan. Enjoy stunning Chicago skyline views from clear waters at Ohio Street Beach in just two hours.
2 hours
moderate
Family Friendly
No Experience Required
Paddle away from city crowds with Bobby's Kayak Rentals on Lake Michigan. Enjoy stunning Chicago skyline views from clear waters at Ohio Street Beach in just two hours.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
2 hours
Fitness Level
Suitable for beginners with moderate fitness; standing on SUPs requires balance.
Wildlife
History
Ohio Street Beach has been a popular recreational spot since the early 1900s, serving Chicago residents as a lakeside refuge.
Conservation
Bobby's Kayak Rentals encourages leave-no-trace practices to preserve Lake Michigan’s water quality and shoreline habitats.
Bobby's Bike Hike
Paddle away from city crowds with Bobby's Kayak Rentals on Lake Michigan. Enjoy stunning Chicago skyline views from clear waters at Ohio Street Beach in just two hours.
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 Wind Conditions
Lake Michigan’s winds can pick up quickly; confirm calm weather before hitting the water.
Wear a Life Jacket
Life jackets are provided but ensure proper fit for safety throughout your paddle.
Arrive Early
Peak times fill up fast, so arrive early to secure your preferred rental time.
Protect Against the Sun
Apply waterproof sunscreen and wear a hat to avoid sunburn during your time on the lake.
Waterproof Sunscreen
Protect your skin from intense, reflected sunlight on the water.
summer
Water Shoes
Provide grip and comfort for launching and landing on rocky or sandy shores.
summer
Light Windbreaker
Keeps you warm and blocks wind chill during cooler paddle sessions.
spring
Reusable Water Bottle
Stay hydrated throughout your paddle in fresh air.