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Bobby's Bike Hike

4.9 • 2.1K reviews

Bobby’s Bike Hike has been guiding curious travelers through Chicago and Miami for more than two decades. Friendly local guides weave history, culture, and a dash of humor into memorable bike, food, walking, and kayak adventures. ...

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Bobby's Bike Hike

4.9 • 2.1K reviews

Chicago, IL

Book Bobby's Bike Hike

Full-Day Bike Rental Near Navy Pier in Chicago

Rent a bike near the Lakefront Trail and Navy Pier—return it by shop closing

From$46bike

24-Hour Bike Rental in Chicago Near Navy Pier

Rent a bike for 24 hours near the Lakefront Trail and Navy Pier

From$58bike

2-Hour Bike Rental in Chicago Near Navy Pier

Rent a bike by Chicago’s Lakefront Trail with maps, helmet, lock, and easy access near Navy Pier

From$35bike

Kayak & SUP Rental on Lake Michigan in Chicago

Paddle Lake Michigan from Ohio Street Beach for two hours

From$84kayak

3-Hour Chicago Lakefront Neighborhoods Bike Tour

Bike Chicago’s North Side neighborhoods and lakefront in 3 hours

From$58person

3-Hour Chicago Lakefront Guided Bike Tour

Bike Chicago’s lakefront parks and skyline highlights with a guide

From$58person

Chicago Family Food & Bike Tour

Bike 10 miles as you sample Chicago staples and see top sights

From$81person

Review summary

4.9

Excellent

2.1K reviewsGoogle Maps

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.

What people are saying

The Culinary Walking Tour was awesome. Elizabeth was quite knowledgeable about Chicago and very interesting to listen to. My only complaint is that I did not read where it was a 3 hour walking tour and I wore the wrong shoes - but that was my fault. I would highly recommend this your!