expedia
One Key

Earn OneKeyCash when you sign in and book an activity

Chicago Highlights and Attractions Walking Tour
Chicago Highlights and Attractions Walking Tour
Chicago Highlights and Attractions Walking Tour
Chicago Highlights and Attractions Walking Tour
Chicago Highlights and Attractions Walking Tour

Chicago Highlights Walking Tour with Free Bike or Kayak Rental

By Bobby's Bike Hike - Chicago
10 out of 10
Free cancellation available
Price is $45 per adult
Features
  • Free cancellation available
  • 2h
  • Mobile voucher
  • Instant confirmation
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.

Activity location

  • Palmer House a Hilton Hotel
    • 17 East Monroe Street
    • 60603, Chicago, Illinois, United States

Meeting/Redemption Point

  • Palmer House a Hilton Hotel
    • 17 East Monroe Street
    • 60603, Chicago, Illinois, United States

Check availability


Chicago Highlights Walking Tour with Free Bike or Kayak Rental
  • Activity duration is 2 hours2h
    2h
  • English
Language options: English
Starting time: 3:30pm
Price details
$44.99 x 1 Adult$44.99

Total
Price is $44.99
Until Thu, May 8

What's included, what's not

  • What's includedWhat's includedHistorical stories about Chicago's past
  • What's includedWhat's included2 hour Bike or Kayak Rental
  • What's includedWhat's includedLocal, Professional Tour Guide
  • What's includedWhat's includedWalking Tour of Chicago's Top Highlights and Attractions
  • What's excludedWhat's excludedGratuities

Know before you book

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels

Activity itinerary

Palmer House Hilton Historic Lobby
  • 10m
We’ll meet and relax in the elegantly decorated lobby of the Palmer House Hotel. You'll meet with your tour guide who will will be wearing a Bobby's Bike Hike shirt with branded paddle.
The Art Institute of Chicago
  • 10m
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."
Millennium Park
  • 15m
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.
Crown Fountain
  • 5m
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.
Cloud Gate
  • 10m
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.
Jay Pritzker Pavilion
  • 5m
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.
The Magnificent Mile
  • 10m
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.
The Chicago Theatre
  • 10m
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.
Daley Bicentennial Plaza
  • 10m
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.
Chicago Riverwalk
  • 15m
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.
Holy Name Cathedral
  • 10m
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.
Historic Water Tower
  • 10m
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.
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours (Pass by)
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.

Location

Activity location

  • LOB_ACTIVITIESLOB_ACTIVITIESPalmer House a Hilton Hotel
    • 17 East Monroe Street
    • 60603, Chicago, Illinois, United States

Meeting/Redemption Point

  • PEOPLEPEOPLEPalmer House a Hilton Hotel
    • 17 East Monroe Street
    • 60603, Chicago, Illinois, United States

Best Deals on Things to Do

Experience the wonders of the world up close with great deals on things to do near and far. Expedia offers one-of-a-kind activities that allow you to explore Chicago your way. Whether you love nature, culture, food, or a bit of adventure, we have the perfect activity for you.

Top Experiences in Chicago

With so many things to do in Chicago, planning the perfect day out may seem like a daunting task. Expedia is here to take the hassle out of finding the best attractions, tours, and activities in Chicago. Families, couples, and business travelers can all find the perfect activity in Chicago to create life-long memories with the help of Expedia.