Chicago Highlights Walking Tour with Skydeck & Cruise
Chicago Loop, Chicago
Explore the highlights of Chicago on a guided tour that includes a stroll around town as well as a boat cruise on the Chicago River.
This small-group Chicago tour combines Willis Tower Skydeck admission, a narrated walking tour, and a Shoreline Architecture Cruise, ideal for architecture and history enthusiasts.
Highlights
- Skydeck admission included
- Chicago Shoreline Cruise admission included
- Cross DuSable Bridge; see Millennium Park, Cloud Gate, and more
- Small group format (maximum 12 people)
- Fully narrated walking tour by a local guide
Description
Begin at Willis Tower, ascending to the Skydeck for 360° panoramic views across four states. Then walk with your guide through Chicago’s architectural landmarks, including the Rookery, Marquette, Palmer House, Sullivan Center, and Reliance buildings.
Visit Millennium Park to view the Cloud Gate sculpture and Crown Fountain, then cross the historic DuSable Bridge along the Chicago Riverwalk, passing landmarks such as the Wrigley Building and Tribune Tower.
At Navy Pier, board the Shoreline Architecture Cruise to see over 40 famous landmarks while learning about Chicago’s skyline history. This daytime tour offers a personalized, small-group experience focused on urban architecture and local insights.
Includes
- Skydeck Chicago admission
- Chicago Shoreline Architecture Cruise admission
- Visit to Millennium Park to see Cloud Gate and Crown Fountain
- Visit to Navy Pier
- Small group tour (maximum 12 participants)
Excludes
- Optional gratuities
Important Information
- Tour length may vary depending on walking speeds
- Operates rain or shine
- Dress for the weather and wear comfortable shoes
- Bringing water is recommended
- Please arrive at least 10 minutes before the tour start time
- Attraction availability may change seasonally
Cancellation Policy
Cancel up to 24 hours in advance for a full refund.
