Best of Chicago Walking Tour
Highlights
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Small group (max 10 people)
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Visit the tallest building in the western hemisphere Skydeck Chicago
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Take an elevator to the 103rd floor to enjoy panoramic views and experience The Ledge
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Head to Millenium Park to see beautiful gardens, attractions, Cloud Gate Sculpture and Crown Fountain
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Hop aboard a Shoreline Architecture Cruise
Summary
Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour!
Tour info
Duration
4 hours
Group Size
10
Pricing (From)
Adult:
(13 years +)
$179.00
Child:
(5-12 years)
$119.00
Infant:
(0-4 years)
$20.00
Commentary
Meeting Point
233 S Wacker Dr., Chicago, IL, 60606, US
Dropoff location
Why take this tour?
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 friendly 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 will take the elevator all the way up to the 103rd floor where you will enjoy a spectacular 360-degree view spanning 50 miles and 4 states. Witness the most spectacular view 1,353 feet in the air on The Ledge - special glass balconies extending 4.3 feet outside the building that provide a thrilling, once-in-a-lifetime experience.
Once your feet are back on solid ground, you will head to Millennium Park. You will love this urban oasis with its stunning art installations, gardens, and attractions. Featuring the iconic Cloud Gate sculpture, interactive Crown Fountain, and free cultural events, the park offers a vibrant atmosphere and impressive skyline views that make it a must-visit destination.
For your last stop, you will get to witness the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Hop aboard the Shoreline Architecture Cruise to enjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
Once you are back on dry land, your tour will come to a close and you and your guide will part ways.
What’s included?
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Small group (max 10 people) -
Visit Skydeck Chicago and The Ledge -
Millenium Park to see Cloud Gate Sculpture and Crown Fountain -
Enjoy a Shoreline Architecture Cruise -
All attraction admissions lncluded -
Gratuities (optional)
Things to know
Before you book
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Small group (max 10 people)
Before you go
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Exact tour length may vary slightly depending on individual walking speeds
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Tour will operate rain or shine. We recommend dressing for the weather and comfortable footwear. You may also wish to bring water
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Please arrive at the meeting location 10 mins prior to the start time of the tour
Cancellation Policy
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Full refunds will be offered for cancellations made at least 24 hours prior to departure time. For cancellations made with less than 24 hours to departure time, a $50 cancellation fee per guest will apply.
About operator:
Tripshepherd specializes in offering intimate small-group tours across popular destinations in North America. Our commitment to small-group dynamics ensures a more personal connection, greater flexibility, and an escape from the hassle of crowded buses and the need for microphones. At the heart of our tours are local experiences; we proudly hire local guides to support community growth, create jobs, and provide our guests with an authentic glimpse into each destination. Our friendly guides are dedicated to connecting personally with each guest, ensuring a caring and memorable experience. With Tripshepherd, every journey is not just a tour, but a unique story woven into the fabric of local life, guaranteeing an authentic, personal, and local adventure.
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