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    Bobby's Bike Hike

    Bobby's Bike Hike

    4.9 • 2.3K reviews
    Chicago, IL

    Bobby’s Bike Hike brings Chicago and Miami to life through engaging bike, food, walking, and kayaking experiences. Their knowledgeable local guides lead guests beyond the usual landmarks, pairing iconic sights with neighborhood st...

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    Book Bobby's Bike Hike

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    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
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    24-Hour Bike Rental in Chicago Near Navy Pier

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

    From$58bike
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    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
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    Kayak & SUP Rental on Lake Michigan in Chicago

    Paddle Lake Michigan from Ohio Street Beach for two hours

    From$84kayak
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    3-Hour Chicago Lakefront Neighborhoods Bike Tour

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

    From$63person
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    3-Hour Chicago Lakefront Guided Bike Tour

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

    From$63person
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    4-Hour Chicago Food & Bike Tour

    Pedal Chicago’s top sights while tasting pizza, hot dogs, and Italian beef

    $87.18person
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    Taste Chicago Chinatown on a 3-Hour Food Walking Tour

    Walk Chicago Chinatown and taste dishes from five Chinese regions

    From$92person
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    Chicago Deep-Dish Pizza Food Walking Tour

    Taste Chicago classics and discover the stories behind the city’s signature dishes

    $92.99person
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    Guided Bike & Food Tour in Miami Beach

    Bike and taste your way through Miami Beach’s Art Deco streets and local eats

    From$58person
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    Taste South Beach on a Guided Walking Tour

    Walk South Beach and sample local favorites with a guide

    From$79person
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    Chicago Signature Dishes Bike Tour

    Pedal through Chicago neighborhoods while tasting pizza, hot dogs, brownies, and optional beer pairings

    $98.80person
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    Chicago Singles & Solo Travelers Adventure Club

    Explore Chicago through social adventures with fellow solo travelers

    $80.21person
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    Little Havana Food & Culture Walking Tour

    Taste Cuban favorites and uncover Little Havana’s food, history and landmarks

    From$68person
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    Wynwood Walls Street Art Walking Tour in Miami

    Walk Wynwood’s street art scene with Wynwood Walls entry included

    From$45person
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    Miami Beach Guided Bike & Food Tour

    Bike Miami Beach and sample local food with a guide

    $98.80person
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    Chicago Food & Landmark Walking Tour

    Taste Chicago classics while exploring the city's landmark-filled streets

    From$116person
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    Chicago Highlights Walking Tour With Millennium Park

    Walk Chicago’s must-see sights, including Millennium Park, in 2 hours

    From$46person
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    Wynwood Food & Graffiti Art Walking Tour

    Taste Wynwood favorites while exploring its murals and landmark streets

    From$74person
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    Chicago Bike Tour with West Side Food Tastings

    Sample Chicago favorites while cycling through vibrant Near West Side neighborhoods on a fun 4-hour guided ride

    $110.43person

    Review summary

    4.9
    Excellent
    2.3K reviews•Google Maps
    1,911
    36
    14
    4
    11

    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

    Review 1 of 5
    5/5

    Went on a tour of Chinatown with York and I had a great time. He was so kind and very knowledgeable, and the food we ate was amazing 🌟🌟🌟🌟

    Photo of Lilllian Belford

    Lilllian Belford

    September 1, 2026

    Review 1 of 1
    5/5

    Went on a tour of Chinatown with York and I had a great time. He was so kind and very knowledgeable, and the food we ate was amazing 🌟🌟🌟🌟

    Photo of Lilllian Belford

    Lilllian Belford

    September 1, 2026