• Palmer House Hilton Historic Lobby - Gather and unwind in the beautifully adorned lobby of the Palmer House Hotel. Meet your tour guide, easily identifiable by a Bobby’s Bike Hike shirt and branded paddle.

• The Art Institute of Chicago - As one of the oldest and largest art museums in the U.S., the Art Institute of Chicago boasts a vast collection of artworks from various eras and cultures. Famous for its iconic lion statues at the entrance, this cultural landmark features impressive exhibits, including masterpieces like Grant Wood’s “American Gothic” and Vincent van Gogh’s “The Bedroom.”

• Millennium Park - Located in the heart of Chicago, Millennium Park is a vibrant urban oasis that artfully combines art, architecture, and nature. Home to iconic landmarks such as the Cloud Gate sculpture and the Crown Fountain, the park offers a rich cultural experience set against the city’s skyline.

• Crown Fountain - The Crown Fountain, a captivating feature in Chicago’s Millennium Park, is an interactive public art piece by Jaume Plensa. Featuring two towering glass block towers that display changing digital faces and spout water, the fountain offers a unique and engaging experience, blending artistry with water elements.

• Cloud Gate - Known affectionately as “The Bean,” Cloud Gate debuted in Millennium Park in 2006. Designed by renowned Indian artist Anish Kapoor, this large stainless steel sculpture has become a celebrated symbol of Chicago’s arts and culture.

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

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

• The Chicago Theatre - Added to the National Register of Historic Places on June 6, 1979, and listed as a Chicago Landmark on January 28, 1983, the Chicago Theatre is renowned for its distinctive marquee, often seen in film, television, artwork, and photography as an unofficial emblem of the city.

• Daley Bicentennial Plaza - Located in downtown Chicago, Daley Plaza 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 - The Chicago Riverwalk is a scenic waterfront promenade along the Chicago River, offering stunning views of the city’s famous architecture. With charming cafes, public art installations, and lively events, the Riverwalk is a dynamic hub where locals and visitors can enjoy the city’s scenic beauty.

• Holy Name Cathedral - Completed in 1875, Holy Name Cathedral in Chicago is a stunning example of Gothic Revival architecture, featuring intricate spires and 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 - Located on Michigan Avenue, the Historic Water Tower is a symbol of the city’s resilience, having survived 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 withstood the devastating fire.

• Bobby’s Bike Hike - Chicago Bike, Walking & Food Tours - FREE 2 HOUR BIKE or KAYAK RENTAL INFO:
  As a bonus for booking this tour, enjoy 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 are available at Bobby’s Bike Hike World Headquarters, 540 N. Lake Shore Drive, Chicago, IL 60611. The bike shop is open year-round (excluding Thanksgiving & Christmas).
  Kayak rentals are available at Ohio Street Beach, Bobby’s Kayak, 550 E. Grand Avenue, Chicago, IL 60611. The kayak shop is open mid-May to mid-October, weather permitting.
  Offer excludes Saturday Bike/Kayak rentals between Memorial Day (end of May) Weekend to Labor Day (early September). Kayaking is only available from June-September.
  No discounts for not using this activity or issues due to weather restrictions.

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

• Gratuities

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.

For a full refund, cancel at least 24 hours before the scheduled departure time.