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Explore Chicago on Two Wheels with Bobby's Bike Hike

Discover Chicago's iconic sights and rich culture with Bobby's Bike Hike's exciting bike, walking, and food tours.

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Bobby's Bike Hike offers an exhilarating way to explore Chicago's iconic sights through guided bike tours, combining adventure with the city's rich culture and cuisine.

A brief summary to Bobby's Bike Hike - Chicago Bike, Walking & Food Tours

  • Monday 9 am-6:30 pm
  • Tuesday 9 am-6:30 pm
  • Wednesday 9 am-6:30 pm
  • Thursday 9 am-6:30 pm
  • Friday 8:30 am-6:30 pm
  • Saturday 8:30 am-6:30 pm
  • Sunday 8:30 am-6:30 pm

Local tips

  • Book your bike tour in advance, especially during peak tourist seasons to secure your spot.
  • Wear comfortable clothing and shoes suitable for cycling, and don't forget sunscreen!
  • Consider joining a food tour to sample Chicago's famous deep-dish pizza and other local delicacies.
  • Check the weather before your tour; Chicago's weather can be unpredictable, so dress appropriately.
  • Arrive early to allow time for bike fitting and to familiarize yourself with the route.
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Getting There

  • Public Transit

    From the Naperville Metra Station, take the train on the BNSF Railway Line towards Chicago Union Station. The journey will take approximately 30 minutes. Once you arrive at Union Station, exit the station and head to the 'Clark/Lake' subway station. Take the 'Brown Line' towards Kimball and transfer at the 'Washington/Wells' station to the 'Red Line' towards Howard. Get off at the 'Chicago' station and transfer to the 'State Street' bus #145 or the #146 towards the 'Lake Shore Drive'. Get off at the 'Lake Shore Drive/Grand Avenue' stop. From there, it's a short walk east to 540 N Lake Shore Dr, where Bobby's Bike Hike is located.

  • Bicycle

    If you're feeling adventurous, you can rent a bike in Naperville. Start at the Naperville Riverwalk and follow the DuPage River Trail heading northeast. This scenic route will take you around 7 miles. Follow the trail until you reach the Fox River, then connect to the Illinois Prairie Path. Continue until you find the route leading to Chicago. Once you get into Chicago, follow signs to the Lake Shore Drive area. Bobby's Bike Hike is located at 540 N Lake Shore Dr, just off the bike paths along the lake.

  • Walking

    If you are staying in a nearby hotel, consider walking to Bobby's Bike Hike. Begin at the nearest landmark, such as the Naperville Riverwalk, and head south towards Water Street. From there, navigate east until you can reach the BNSF train station. Take the train into Chicago as described above. Once you arrive in Chicago, exit the train and walk towards the lakefront, following the signs for 'Lake Shore Drive'. It is roughly a 15-minute walk from the Chicago train station to Bobby's Bike Hike at 540 N Lake Shore Dr.

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

Bobby's Bike Hike is your gateway to experiencing the vibrant city of Chicago in a unique and adventurous way. Nestled along the picturesque Lake Shore Drive, this tour operator specializes in guided bicycle tours that allow visitors to discover the city's iconic landmarks while enjoying the fresh air and stunning views. Whether you're a seasoned cyclist or a casual rider, Bobby's Bike Hike offers a range of tours that cater to all skill levels, making it an ideal choice for families, couples, and solo travelers alike. In addition to biking tours, Bobby's Bike Hike provides bicycle rentals, ensuring you have the flexibility to explore at your own pace. Their knowledgeable guides not only lead you through the beautiful parks and historic neighborhoods but also share fascinating stories about the city's history and culture, enriching your experience. For those looking to combine exercise with culinary delights, the food tours offered here allow you to savor Chicago's renowned cuisine while pedaling through the streets. Bobby's Bike Hike also caters to adventure enthusiasts with options for canoe and kayak rentals, allowing you to explore the Chicago River in a different light. With its prime location and diverse tour offerings, Bobby's Bike Hike stands out as a must-visit for anyone wanting to immerse themselves in the beauty and excitement of Chicago. So grab your helmet and get ready for an unforgettable journey through this magnificent city.

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