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Taste all of Chicago’s classic eats on this four-hour guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. The journey is 14 miles in total (traversed at a nice leisurely pace) and includes a slice of deep dish pizza, a gourmet cupcake, a Chicago-style hot dog, and a few samples of Chicago’s legendary craft beer! Between food and beverage stops, you’ll get to drink in the sights of Chicago’s beautiful north side neighborhoods, including the historic Wrigleyville district, home to our intrepid Chicago Cubs baseball team (and their fiercely loyal fans). Then you’ll get a chance to cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this rip-roaring good time! You’ll leave with a profound understanding of our town, even if you only came for the beer.
Bike around Chicago without worrying about equipment or navigation
Steer clear of tourist traps with a guide
Learn about the city's culinary history through commentary
Visit neighborhoods that many city visitors don't get to
What to Expect
Meet at the tour’s bike-shop departure location along Lake Shore Drive, where you’ll listen to a safety briefing and get set up with a properly sized bike and helmet.
Pedal through local neighborhoods, leaving the navigation and planning to your guide. Just follow along for the roughly 13-mile (21-kilometer) ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast, enjoying the scenery and refueling with intermittent tastings at some of the city's best food spots.
Learn what makes Chicago deep-dish pizza special, why you’ll get dirty looks if you ask for ketchup with your hot dog, and where to find the best local craft brews. Learn about the history of each neighborhood, and finish with a cupcake at one of the city’s best bakeries. Your guide will be happy to provide you with more suggestions on where to eat and drink in Chicago during the remainder of your stay.
540 N Lake Shore Dr, Chicago, IL 60611, USA
Returns to original departure point
Expert local guide
Food and beer samples
Gratuity for guide (15-20% suggested, PayPal & Venmo available)
Confirmation will be received at time of booking
Vegetarian options available
Moderate level, must be able to ride a bike for 13 miles
Must be 21 years or older to consume alcohol.
Minimum age is 16 years
Not wheelchair accessible
Near public transportation
Travelers should have a moderate physical fitness level
This tour/activity will have a maximum of 15 travelers
All sales are final and incur 100% cancellation penalties.
All reviews cupcakes wrigley field hot dogs deep dish pizza cup cakes easy ride rode miles approximately miles sammy jo phenomenal guide brew tour explore chicago food stops diverse group great fun fun ride full size
We loved our tour thru Chicago, our guide Kevin was knowledgeable and fun. Made new friends, had many laughs. The food and beer was awesome. Great way to see/taste your way thru this beautiful city and enjoy the scenery, parks and restaurants. We highly recommend...More
We went on this tour on a beautiful fall day. The benefit of taking the tour vs just renting bikes is that the guide takes you on side streets that you would have missed and they tell you ahead of time what you will be...More
Response from Babytockey1 | Reviewed this property |
Yes! You’ll get a slice of pizza, Chicago style hot dog, cupcake, & some tester cup size brews. We didn’t know this at the time we booked, so it was a nice surprise during the tour. It’s the perfect amount of food, anymore... More
Yes! You’ll get a slice of pizza, Chicago style hot dog, cupcake, & some tester cup size brews. We didn’t know this at the time we booked, so it was a nice surprise during the tour. It’s the perfect amount of food, anymore and you’d be full. Enjoy!