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Chicago Food and Walking Tour with Free Bike/Kayak

Explore Chicago's iconic sights and flavors on a 3-hour walking tour, including deep-dish pizza and a free bike or kayak rental.

Chicago
3 hrs
4.48Rating:
Last updated: November 6, 2025

Provider Score Distribution

Cumulative distribution showing how many tours score at or below each rating on each provider platform in Chicago.

Platform Scores

GYG logo
4.83
143 reviews
Viator logo
4.91
68 reviews

Important Information

  • Tours run snow, rain or shine
  • 15%-20% tip suggested for guide
  • Wheelchair accessible
  • Dietary restrictions: email reservations@bobbysbikehike.com
  • Free bike/kayak rental within 3 days of tour
  • Minimum numbers apply; may cancel if not met

Discover the vibrant flavors and sights of Chicago on this engaging food and walking tour. Over three hours, you'll explore iconic spots like Millennium Park and the Magnificent Mile while savoring Chicago's culinary staples such as deep-dish pizza, hot dogs, and Italian Beef sandwiches. Guided by a local expert, you'll delve into the city's rich history and culture. As a bonus, enjoy a free two-hour bike or kayak rental to further explore Chicago's scenic Lakefront Trail or paddle the serene waters of Lake Michigan. Whether you're visiting during the festive holiday season or any other time, this tour offers an unforgettable taste of Chicago's charm. Book now to experience the Windy City like never before!

Pros

  • Savor deep-dish pizza and hot dogs
  • Explore Millennium Park and the Bean
  • Sample Italian Beef and original brownie
  • Enjoy a local guide's stories
  • Receive a free bike or kayak rental
  • Experience Chicago's festive holiday spirit

Includes

  • Walking tour
  • Local guide
  • Food tastings
  • Bike or kayak rental
  • Holiday attractions
  • Cocoa or cider

Excludes

  • Drinks available to buy
  • Tips ($10/person suggested)
  • Hotel pickup and drop-off
  • Alcoholic beverages

FAQ

  • What Is the Duration of the Tour?

    The tour lasts approximately 3 hours.

  • Is the Tour Wheelchair Accessible?

    Yes, the tour is wheelchair accessible.

  • What Should I Bring?

    Bring a camera and cash for tips.

  • Are Dietary Restrictions Accommodated?

    Vegetarian options available; email for other restrictions.

  • What Happens in Bad Weather?

    Tours operate in all weather conditions.

$80-$84.99
4.48Rating:

Tour Highlights

  • Savor deep-dish pizza and hot dogs
  • Explore Millennium Park and the Bean
  • Sample Italian Beef and original brownie
Book on GYG Book on Viator

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