from 45 $
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Chicago Highlights Walking Tour with Free Bike or Kayak Rental

750 N Rush St, Chicago, IL 60611, USA
Duration

2 hours (approx.)

Tour Type

Daily Tour

Group Size

15 people

Languages

English

Overview

The perfect tour for first timers to Chicago or those who want to explore Chicago's top attractions and highlights. Stroll through the beautiful streets of downtown Chicago and learn about the City’s rich history, colorful characters, and get insider tips. Enjoy a 2hr walking tour & receive a bonus FREE 2hr bike or kayak rental, adding value to your experience. Enjoy biking along the scenic Lakefront Trail or kayaking on Lake Michigan. Bobby's Bike Hike walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Magazine. Explore the amazing sites that Chicago made famous; Millennium Park, Chicago Riverwalk, amazing Architecture of the Wrigley Building and Chicago Theater, & Michigan Avenue dubbed ‘the Magnificent Mile’ for it’s world-renowned shopping. Bobby’s local expert guides lead you through downtown Chicago’s most iconic landmarks and share their knowledge about the City along the way. The tour covers 1.5 miles(2.25km) on easy, flat terrain.

  • Independent bike tour of San Francisco with a full-day rental
  • Explore the city at your own pace, with freedom to create your own itinerary
  • Visit top San Francisco attractions such as Fisherman’s Wharf, Lombard Street, and Chinatown
  • All rentals include a handlebar bag, rear bike rack, water bottle holder (water bottle sold separately) helmet, map, and bike lock

What To Expect

Expand All

Historic Water Tower



The Historic Water Tower, located on Michigan Avenue, is a surviving symbol of the city’s resilience, having withstood the Great Chicago Fire of 1871. Built in 1869, the limestone tower features a Gothic Revival design and stands as one of the few structures that survived the devastating fire.

10 minutes • Admission Ticket Free

Holy Name Cathedral



Holy Name Cathedral in Chicago, completed in 1875, is another stunning example of Gothic Revival architecture, with its intricate spires and intricate detailing. As the seat of the Archdiocese of Chicago, the cathedral holds historical significance and is renowned for its beautiful stained glass windows and majestic interior.

10 minutes • Admission Ticket Free

Millennium Park



Millennium Park, nestled in the heart of Chicago, is a dynamic urban oasis that seamlessly blends art, architecture, and nature. Home to iconic landmarks such as the Cloud Gate sculpture and the Crown Fountain, the park offers a vibrant cultural experience against the backdrop of the city’s skyline.

25 minutes • Admission Ticket Free

The Magnificent Mile



The Magnificent Mile, a bustling stretch of Michigan Avenue in Chicago, is a shopper’s paradise and architectural marvel. Lined with upscale boutiques, flagship stores, and luxury hotels, its glittering lights and grandeur make it a captivating destination for both locals and visitors.

10 minutes • Admission Ticket Free

Cloud Gate



Cloud Gate, known affectionately as “The Bean” debuted in Millennium Park in 2006. Designed by famed Indian artist, Anish Kapoor, this giant, stainless steel masterpiece has become one of the most famous symbols of Chicago arts and culture.

10 minutes • Admission Ticket Free

The Chicago Theatre



The Chicago Theatre was added to the National Register of Historic Places June 6, 1979, and was listed as a Chicago Landmark January 28, 1983. The distinctive Chicago Theatre marquee, “an unofficial emblem of the city”, appears frequently in film, television, artwork, and photography.

10 minutes • Admission Ticket Free

Crown Fountain



The Crown Fountain, a striking feature within Chicago’s Millennium Park, is an interactive work of public art designed by Jaume Plensa. Comprising two towering glass block towers that display changing digital faces and spout water from their mouths, the fountain creates a unique and engaging experience for visitors, combining artistry with water elements.

5 minutes • Admission Ticket Free

Jay Pritzker Pavilion



The Pritzker Pavilion, situated in Millennium Park, Chicago, is an architecturally stunning outdoor amphitheater designed by Frank Gehry. Characterized by its distinctive steel ribbons and open-air structure, the pavilion hosts a variety of cultural events and performances, providing a harmonious blend of art, nature, and innovative design.

5 minutes • Admission Ticket Free

Chicago Riverwalk



The Chicago Riverwalk is a picturesque waterfront promenade that winds along the Chicago River, offering breathtaking views of the city’s renowned architecture. Dotted with charming cafes, public art installations, and lively events, the Riverwalk serves as a dynamic hub where locals and visitors alike can soak in the scenic beauty of the city.

15 minutes • Admission Ticket Free

The Art Institute of Chicago



The Art Institute of Chicago is one of the oldest and largest art museums in the United States, housing an extensive collection of artworks spanning centuries and diverse cultures. Renowned for its iconic lion statues at the entrance, the museum is a cultural landmark known for its impressive exhibits, including famous masterpieces such as Grant Wood’s “American Gothic” and Vincent van Gogh’s “The Bedroom.”

10 minutes • Admission Ticket Free

Daley Bicentennial Plaza



Daley Plaza, located in the heart of downtown Chicago, is a bustling civic space known for its iconic Picasso sculpture. Surrounded by prominent government buildings, it serves as a hub for public events, farmers’ markets, and features the renowned Christmas tree lighting ceremony during the holiday season.

10 minutes • Admission Ticket Free

Bobby’s Bike Hike – Chicago Bike, Walking & Food Tours



FREE 2 HOUR BIKE or KAYAK RENTAL INFO:
As an additional perk for booking this particular tour, you will get a FREE 2-hour bike or kayak rental (to be used within (+/-) 3 days of your tour booking. Terms below:
To be used within +/- 3 days of your tour booking.
Bike rentals take place at Bobby’s Bike Hike World Headquarters, 540 N. Lake Shore Drive, Chicago, IL60611. Bike shop is open year-round (excluding Thanksgiving & Christmas).
Kayak rentals take place at Ohio Street Beach, Bobby’s Kayak, 550 E. Grand Avenue, Chicago, IL 60611. Kayak shop open mid-May to mid-October, weather dependent.
Offer excludes Saturday Bike/Kayak rentals between Memorial Day (end of May) Weekend to Labor Day (early September). Kayaking only available from June-September)
No discounts for not using this activity or issues due to weather restrictions.

• Admission Ticket Free

Highlights

  • Confirmation will be received at time of booking
  • Wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Near public transportation
  • Transportation is wheelchair accessible
  • Surfaces are wheelchair accessible
  • Most travelers can participate
  • This tour/activity will have a maximum of 18 travelers

Included/Excluded

  • Local, Professional Tour Guide
  • Historical stories about Chicago's past
  • Walking Tour of Chicago's Top Highlights and Attractions
  • 2 hour Bike or Kayak Rental
  • Gratuities

Durations

2 hours (approx.)

Tour's Location

750 N Rush St, Chicago, IL 60611, USA
from 45 $

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