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Chicago Walking Tour with Bike or Kayak Rental

Explore Chicago's top attractions on a 2-hour walking tour with a local guide, plus enjoy a free bike or kayak rental for added adventure.

Chicago
2 hrs
4.58Rating:
Last updated: August 3, 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
5.00
4 reviews
Viator logo
5.00
3 reviews

Important Information

  • Arrive 15 minutes early for check-in
  • Tour runs rain, shine, or snow
  • Wheelchair accessible
  • Bike rentals at 540 N. Lake Shore Drive
  • Kayak rentals at 550 E. Grand Avenue

Embark on a captivating 2-hour walking tour through the heart of Chicago, where you'll explore the city's most iconic attractions. Discover the architectural marvels of the Magnificent Mile, admire the grandeur of the Chicago Theater, and soak in the vibrant atmosphere of Millennium Park. Led by a local expert guide, this leisurely-paced tour offers fascinating insights into Chicago's rich history and culture. As a special bonus, enjoy a free 2-hour bike or kayak rental to use within three days of your tour. Whether you choose to bike along the scenic Lakefront Trail or paddle on Lake Michigan, this experience adds extra value to your Chicago adventure. Don't miss this opportunity to explore the Windy City in a unique and memorable way.

Pros

  • Explore Chicago's iconic architecture
  • Stroll through Millennium Park
  • Visit the Chicago Theater
  • Discover the Magnificent Mile
  • Enjoy a local expert guide
  • Receive a free bike or kayak rental

Includes

  • Local, professional guide
  • Entry into all sites and attractions
  • Free 2-hour bike or kayak rental
  • Walking tour of top highlights

Excludes

  • Gratuity for guide (15-20% suggested)

FAQ

  • Is The Tour Wheelchair Accessible?

    Yes, all areas and surfaces are wheelchair accessible.

  • Can Infants Join The Tour?

    Infants and small children can ride in a pram or stroller.

  • Are Service Animals Allowed?

    Yes, service animals are allowed on the tour.

  • Where Does The Tour Start?

    Meet at the S. Wabash Street entrance of Palmer House Hilton.

  • What Should I Bring?

    Bring a camera and a reusable water bottle.

$44.99
4.58Rating:

Tour Highlights

  • Explore Chicago's iconic architecture
  • Stroll through Millennium Park
  • Visit the Chicago Theater
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