Chicago
The lakefront rides: bikes-bites-and-brews food loops, neighborhood routes along eighteen miles of shoreline path and west-side foodie rides off the tourist grid. Chicago is flat, gridded and built for handlebars.
Experience Chicago’s iconic foods, neighborhoods, and lakeside views on a 4.5-hour bike tour with tastings of deep-dish pizza, hot dogs, brownies, and craft beer.
Most Popular“I had such a wonderful time! I went with my boyfriend and we were lucky enough to get a great tour guide such as Joe! We had a great experience with Joe, he was very knowledgeable and fun to be around! Definitely recommend đź’Ż %!…”
Explore Chicago’s lakefront neighborhoods by bike with a knowledgeable guide, visiting iconic sights, hidden gems, and scenic parks in this 3-hour small-group tour.
“We loved the lakefront tour! Vasil was a great tour guide and he had interesting stories to share. We saw a lot more from Chicago than we would have been able to discover by foot. We loved the ease of just following someone who knows…”
Discover Chicago on a 3-hour bike tour, visiting iconic landmarks along Lake Michigan, parks, and museums—an active, family-friendly way to see the city.
“AJ was an awesome tour guide. It was a real fun day biking around the city of Chicago. I definitely recommend this tour for anyone who loves to bike and sightsee!”
Discover Chicago's iconic flavors and sights on a 3-hour guided food tour, with free bike or kayak rentals, led by friendly, knowledgeable guides.
“Some days ago, I took the Chicago Favorites Food & Walking Tour. I loved it. Not only was the food excellent, I also learned a lot from Julia, our guide, about the city. I really can recommend the tour.”
Discover Chicago's top neighborhoods, iconic sights, and famous foods like pizza, hot dogs, brownies, and beer on this 4.5-hour guided bike tour.
“What a fun way to see the city and enjoy the foods and sites Chicago is famous for! I’m a biker so I was excited to do this tour. Afterwards, my husband and daughter who I drug along said it was their favorite tour we…”
Explore Chicago’s vibrant lakefront neighborhoods, historic districts, and stunning mansions on a guided 3-hour bike tour for all ages and fitness levels.
“This was our first visit to Chicago and the tour was very informative. Daisy was a knowledgeable guide and did a great job.”
Experience Chicago’s diverse neighborhoods and cuisines on this 4-hour bike tour, sampling local foods, enjoying scenic views, and exploring vibrant districts.
“The custard at the hamburger stop was off the chart good. Tour guide was very knowledgeable. Food was great.”
Explore Chicago on a guided bike tour blending top sights with delicious local foods. Perfect for first-timers and families seeking authentic experiences.
“I enjoyed the ride around the town. I was disappointed that the bikes for 2 riders broke down shortly after the first stop on the tour. We waited about 20 to 30 minutes before we could get going again. The tour guide then rushed us…”
Discover Chicago at your own pace with a full-day bike rental, exploring iconic sights like Millennium Park, Navy Pier, and Wrigley Field comfortably.
“Consiglio vivamente di fare l’esperienza in bici lungo la pista ciclabile del lago. Un metodo per vedere tanto in poco tempo. Abbiamo sfruttato appieno la giornata, grazie alle bici. I nostri figli 14 e 12 anni felicissimi. Visitato tutti i parchi lungo il lago senza…”
Discover Chicago’s iconic skyline and lakefront on a 3-hour guided bike tour, visiting Millennium Park, Museum Campus, and more—perfect for active explorers.
“Gabriel is a very resourceful guide!”
Explore Chicago at your own pace with a flexible bike rental. Ride along Lake Michigan, visit iconic sites, and enjoy scenic views—perfect for independent travelers.
“Tutto molto bello. Peccato che l’orario di chiusura è alle 18:30 e non alle 20:00 come indicato nella descrizione.”
Discover Chicago’s vibrant neighborhoods on a 4-hour bici-food tour, sampling diverse cuisines, exploring historic sights, and enjoying scenic lakeside trails.
“Excellent tour! The bikes were good and easy to ride; the food was terrific and the tour guide was attentive, funny and knowledgeable. Highly recommend!!!”
Discover Chicago’s highlights on a private electric bike tour along the lakefront. Perfect for sightseeing, with stunning skyline views and personalized guidance.
“We had a great time with Anthony. Riding the electric bikes made the tour more fun and less work. It was nice to see part of the city from a different view.”
Experience Chicago's stunning lakefront with an easy, 2-hour bike tour. Perfect for families and casual riders wanting natural beauty and city sights.
“Thanks for being my fantastic guide, dear Nora. I really enjoyed the bike tour.”
Explore Chicago on a flexible half-day bike rental, passing iconic sights like Millennium Park, Navy Pier, and Wrigley Field at your own pace for just $19.99.
“Very fun family friendly activity on lake Michigan’s waterfront. Easy to find Bobby’s bike hike. Easy path for all types of riders.”
The river runs through an architecture lesson, and the lake applauds.