Scenic Chicago Night Tour

Highlights

  • Dazzling view of the city’s beautiful architecture on a shoreline cruise

  • Visit the famous Chicago Bean (also known as Cloud Gate)

  • Complimentary hotel pick up and drop off in Downtown Chicago

  • Skydeck Chicago - Observatory

Summary

Experience the best of Chicago at night on our Scenic Chicago Night Tour! Visit iconic sites, enjoy a boat tour, and discover the city's architectural beauty under the night sky!

Tour info

Duration
3 hours
Group Size
7
Pricing (From)
Adults: (13-99 years)
$159.00
Children: (5-12 years)
$99.00
Infants: (0-4 years)
$20.00
Commentary
Meeting Point
Dropoff location

Why take this tour?

Begin your 3 hour small-group Scenic Night Tour of Chicago with complimentary downtown Chicago hotel pick up in the comfort and style of one of our complimentary vehicles where you will be escorted to your very first stop - Willis Tower.  

No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Willis Tower (formerly Sears Tower). Taking the elevator all the way up to the 103rd floor where you will enjoy a dazzling 360-degree view spanning 50 miles and 4 states. The most spectacular view - 1,353 feet down "Dare to Stand Out" on The Ledge - special glass balconies extending 4.3 feet outside the building which provides a thrilling, once-in-a-lifetime experience. 

Once your feet are back on solid ground your guide will take you on a beautiful skyline cruise to see the beauty of Chicago's architecture lit up by the moonlight and bustling city lights by seeing world-famous skyscrapers from the Chicago River. Aboard the relaxing cruise you will enjoy a 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. 

To end your night out, You will also get to see the infamous Chicago Bean (also known as Cloud Gate), British Anish Kapoor’s first public outdoor work installed in the United States. 

At the end of your tour your guide will take you back to your downtown Chicago hotel. 




What’s included?

  • Local Tour guide - fully narrated tour experience

  • Small group tour (max 7 guests)

  • Complimentary hotel pick up and drop off in Downtown Chicago.

  • All attraction admission fees included

  • Dazzling view of the city’s beautiful architecture on a shoreline cruise

  • Visit the famous Chicago Bean (also known as Cloud Gate)

  • Skydeck Chicago - Observatory

  • Gratuities (optional)

  • Food and Beverages not included

Things to know

Before you book

  • Maximum group size is 7 people

  • From June 18th to August 13th we cannot guarantee the stops Buckingham Fountain and Adler viewpoint. If we cannot visit those stops, we will substitute with a luxurious drive up Chicago's famed Magnificient Mile; including hop-out stops at The Chicago Theatre, the electric and unnamed Chicago Picasso sculpture in Daley Plaza, and the Chicago Watertower (sole survivor of the Chicago Fire).

Before you go

  • Pick up time will be confirmed 1-3 days prior to the tour date via email or text. If you do not have access to these, please contact See Sight Touts directly to arrange pick-up, and be ready 30 minutes prior to tour start time at the pre-arrange pickup location.

Cancellation Policy

    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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