Best of Chicago Guided tour with Skydeck and river cruise

Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour!

Your tour will begin with your local guide meeting you outside of Willis Tower. No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Skydeck Chicago (formerly Sears Tower). You'll take the elevator all the way up to the 103rd floor, where you'll enjoy a spectacular 360-degree view spanning 50 miles and 4 states.

Next, you'll head to Millennium Park. You'll love this urban oasis with its stunning art installations, gardens, and attractions. Featuring the Cloud Gate sculpture and interactive Crown Fountain, the park offers a vibrant atmosphere and skyline views that make it a must-visit destination. You'll then make your way to Navy Pier. What was once a shipping and recreational facility, now offers a plethora of entertainment, dining, and retail options, including a Ferris wheel, boat cruises, museums, theatres, and outdoor parks and gardens, making it a must-visit destination for people of all ages.

Finally, witness the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Board the Shoreline Architecture Cruise to enjoy a narrated boat tour where you'll see the views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments. Once you are back on land, your tour will come to a close and you and your guide will part ways.