Bobby's Bike Hike - Chicago Bike, Walking & Food Tours is a tourist information center in Chicago, IL. Open: Mon–Sun 9:00 AM – 5:00 PM. Phone: (312) 245-9300. Average rating is 4.9 stars from 1,944 reviews. Website: https://www.bobbysbikehike.com/chicago/.
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Bobby's Bike Hike - Chicago Bike, Walking & Food Tours — 540 N Lake Shore Dr, Chicago, IL 60611, USA
⭐⭐⭐⭐⭐ 4.9 · 1,944 reviews

Pedal Through Chicago's Hidden Gems with Bobby!

Discover Lakefront secrets, savor iconic bites, and dive into Windy City history on unforgettable bike, walking & food tours from Navy Pier.

About Us

Welcome to Bobby's Bike Hike, where Chicago's vibrant soul comes alive on two wheels, two feet, or a delicious bite at a time. Launching from our prime spot at 540 N Lake Shore Dr, right by the iconic Navy Pier, we've been crafting epic adventures for over a decade. Picture this: crisp Lake Michigan breezes whipping past as you pedal through hidden lakefront neighborhoods, uncovering stories only locals whisper about. Or stroll charming streets, popping into hidden gems for deep-dish bites, gourmet hot dogs, and craft brews that scream authentic Chicago.

Our tours aren't cookie-cutter—they're Bobby's passion poured into every mile. Led by charismatic guides like Gabe, Braeden, and Kevin, who've racked up 4.9 stars from 1,944 rave reviews, you'll laugh, learn, and taste your way through the city's heartbeat. From first-timers out of Dallas gasping 'OMGOSH!' to solo explorers filling solo days with joy, we've created memories that stick. Whether you're chasing skyline views, Chicago's gritty history, or just the best bites off the beaten path, Bobby's Bike Hike turns tourists into temporary locals. Grab a bike, your walking shoes, or your stretchy pants—Chicago's waiting!

What We Offer

Kick off your Chicago adventure with our signature tours that blend motion, flavor, and Windy City magic:

**Bikes, Bites & Brews Tour**: Pedal 7-10 miles along the lakefront, stopping at neighborhood taverns for craft beers and hearty pub grub. Perfect for groups craving fun and flavor (3-4 hours).

**Chicago Food Tour**: Walking adventure through River North or Wrigleyville, devouring 6+ tastings—deep-dish pizza, Italian beef, gourmet popcorn. History-packed with zero regrets (2.5 hours).

**Lakefront Neighborhoods Bike Tour**: Glide past Gold Coast mansions, Lincoln Park beaches, and hidden beaches. Guides share juicy tales of Chicago's elite and underbelly (2 hours).

**Signature Walking Tours**: Dive deep into architecture, gangland history, or pizza lore without breaking a sweat. All-inclusive bikes, helmets, and snacks provided. Book now—spots fill fast from our Lake Shore Dr HQ!

Why Choose Us

4.9/5 stars from 1,944+ reviews—guides like Gabe called 'FABULOUS' by out-of-towners.
Prime Navy Pier location at 540 N Lake Shore Dr—easy access, unbeatable lakefront start.
All-inclusive: Premium bikes, helmets, locks, snacks, tastings—no hidden fees.
Expert local guides share insider stories you won't find in guidebooks.
Over 10 years perfecting tours for all levels—beginners to bike pros welcome.
Weather-flexible: Indoor options or rain checks keep your adventure on track.

Gallery

Take a look at our space and what we have to offer

Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours

What Our Customers Say

Don't just take our word for it - hear from our satisfied customers

⭐ Click to Rate & Review This Business ✍️
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"OMGOSH! I did the Bikes, Bites & Brews bike tour and Gabe was an absolutely FABULOUS guide! I’m visiting from Dallas, and this was my first-ever guided bike tour—and it FAR exceeded my expectations! Gabe is the perfect balance of friendly conversation, accurate and extensive Chicago knowledge, humor, and truly great listening skills (a huge bonus!). As a teacher, I’m picky about clear instructions as well as safety—and I appreciate when guides don’t wander off into unnecessary details. Gabe nailed the balance perfectly. The equipment was high-quality and well maintained, and the price was terrific!!. Pizza, a hot dog, a brownie, and a beer were ALL included in the price! I will definitely be back next year!!.Thank you for making my trip to Chicago unforgettable!!"
— Debbie Schmidt
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"We took the Food Tour with Braeden. Although the selection of foods was ok, based just on personal choice, great for Chicago history and experience though. I still enjoyed Braeden's enthusiasm and humor. It could have been just a walking tour and it would've been great. I was dreading being out in the freezing cold for 3 hours, but I'm glad I didn't stay in and order take out."
— mayra novoa
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"Kevin was our tour guide on one of Bobby’s Bike Hikes. I signed up for the lakefront neighborhoods tour. My husband was working in Chicago and I had the whole day to myself to explore— this bike tour was the perfect afternoon activity! Some movement, some beautiful sites, and a lot of sun! I learned funny facts about certain homes (you’d never guess where the first playboy bunny mansion was), I saw a GORGEOUS church, and explored the most stunning areas of Chicago. I would even do this tour again! Thanks so much Kevin and Bobby’s Bikes for making my day off in the city unforgettable!"
— Olivia Hanifin
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"Our family of four had an amazing time on this walking food tour. Such a great way to experience Chicago’s sights and homemade recipes. Our guide Gabe was fantastic, funny and knowledgeable. Would highly recommend him and tours from this company. Will be repeat customers when we’re back in Chicago."
— Kelly Kimmell
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"We took two of their bike tours. Both were excellent. If you can only take one, I recommend the 4 1/2 hour Bikes, Bites and Brew. You cover a lot of ground, see more sights and experience Chicago. I expected Bites but we got a generous slice of pizza, two beers, a cupcake (highlight) and a Chicago dog. So come hungry. Our tour guide Dan was exceptional. He was engaged, funny, personable and made sure everyone had a great time. THIS is a great way to experience Chicago!!!"
— Patty Thompson

Frequently Asked Questions

Where do tours start and what's the address?
All tours depart from 540 N Lake Shore Dr, Chicago, IL 60611—right by Navy Pier's south end. Look for our Bobby's Bike Hike flags and friendly guides!
Do I need my own bike or prior experience?
Nope! We provide top-quality hybrid bikes, helmets, locks, and baskets. No experience needed—routes are easy-paced for all fitness levels.
What if it rains or weather's bad?
We monitor forecasts closely. Light rain? We go! Heavy weather? Full refunds or reschedule to indoor walking tours. Flexibility is our jam.
Are food tours dietary-friendly?
Yes! Notify us of allergies/vegetarian/vegan needs 48 hours ahead. We'll swap tastings while keeping Chicago's iconic flavors intact.
What's the cancellation policy?
Free cancellation up to 24 hours before. Within 24 hours, it's 50% refund. No-shows are tough, so book confidently!
Group sizes and private tours?
Public tours: 6-12 people for personal vibes. Private tours for 10+ available—corporate events, family reunions, birthdays. Contact us to customize!
Best tour for families or first-timers?
Bikes, Bites & Brews for adults; Lakefront Bike Tour for families/kids 12+. All beginner-friendly with stories everyone loves.

Hours of Operation

Monday 9:00 AM – 5:00 PM
Tuesday 9:00 AM – 5:00 PM
Wednesday 9:00 AM – 5:00 PM
Thursday 9:00 AM – 5:00 PM
Friday 9:00 AM – 5:00 PM
Saturday 9:00 AM – 5:00 PM
Sunday 9:00 AM – 5:00 PM

Get In Touch

Ready to get started? Contact us today!

Call Us
(312) 245-9300
Visit Website
www.bobbysbikehike.com
Get Directions
540 N Lake Shore Dr, Chicago, IL 60611, USA
Email Us
[email protected]

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