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Chicago Walking Tour with Bike or Kayak Rental

Explore Chicago's iconic landmarks with a guided walking tour, plus enjoy a free 2-hour bike or kayak rental for further adventures.

Chicago
2 hrs
4.58Rating:
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
5.00
5 reviews
Viator logo
5.00
5 reviews

Important Information

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

Discover the vibrant heart of Chicago with a guided walking tour that showcases the city's most iconic landmarks. Stroll through Millennium Park, admire the architectural marvels of the Wrigley Building, and explore the bustling Magnificent Mile. Your local expert guide will share fascinating stories about Chicago's rich history and colorful characters. As a special bonus, enjoy a free 2-hour bike or kayak rental, allowing you to further explore the scenic Lakefront Trail or the serene waters of Lake Michigan. Whether you're a first-time visitor or a seasoned traveler, this tour offers a unique and engaging way to experience the Windy City. Book now and immerse yourself in the sights and sounds of Chicago.

Pros

  • Explore iconic Chicago landmarks
  • Stroll through Millennium Park
  • Admire the architecture of the Wrigley Building
  • Discover the Magnificent Mile
  • Enjoy a local expert guide
  • Receive a free bike or kayak rental

Includes

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

Excludes

  • Gratuities (15-20% suggested)

FAQ

  • What Should I Bring?

    Bring a camera and reusable water bottle.

  • Is The Tour Suitable For All Ages?

    Yes, infants and small children can ride in a pram or stroller.

  • When Can I Use The Free Bike Or Kayak Rental?

    Within 3 days of your tour booking, weather permitting.

  • Are Service Animals Allowed?

    Yes, service animals are allowed on the tour.

  • What If The Weather Is Bad?

    The tour runs in all weather conditions; dress accordingly.

$44.99-$45
4.58Rating:

Tour Highlights

  • Explore iconic Chicago landmarks
  • Stroll through Millennium Park
  • Admire the architecture of the Wrigley Building
Book on GYG Book on Viator

You'll be redirected to the tour operator's website to complete your booking.

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