Scenic Chicago Night Tour


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

  • Immerse your senses in a light and music show at Buckingham Fountain

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

  • Complimentary hotel pick up and drop off in Downtown Chicago

  • Skydeck Chicago - Observatory


This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most prominent sites and attractions including the breathtaking Chicago architecture illuminated at night. You'll visit the former tallest building in the world, visit Adler viewpoint, the famous Chicago Bean and enjoy a relaxing boat tour on a Shoreline Sightseeing cruise. You'll also experience a narrated drive through the Windy City passing by multiple points of interest including the remarkable Aqua Tower and stop at Buckingham Fountain to witness an outstanding night light show. 

Tour info

3 hours
Group Size
Pricing (From)
Adults: (13-99 years)
Children: (5-12 years)
Infants: (0-4 years)
Meeting Point
Dropoff location

Why take this tour?

Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests). 

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan illuminated at night.Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations. 

The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation.

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 Mercedes Metris vans 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 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. 

To end your night out, immerse your senses into a spectacular light and music major display at Buckingham Fountain - one of the largest fountains in the world. 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. 

Enjoy the top attractions and visitor experiences while avoiding long lines and wait times on a fully guided and narrated small group tour. All tours include all attraction admission fees, skip the ticket line entry, and complimentary hotel pick up and drop off in the comfort and style of an air-conditioned Mercedes Metris van. 

Your See Sight Tours Guide will greet you at your downtown Chicago hotel and begin your fully guided tour in the comfort and style of a Mercedes Metris van.

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.

  • Luxury Transportation in air-conditioned Mercedes Metris van

  • All attraction admission fees included

  • Skip the ticket line entry - avoid large crowds and wait times

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

  • Immerse your senses in a light and music show at Buckingham Fountain

  • 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

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.

Covid Policy

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
  • Face masks provided for travelers
  • Hand sanitizer available to travelers and staff
  • Social distancing enforced throughout experience
  • Regularly sanitized high-traffic areas
  • Gear/equipment sanitized between use
  • Transportation vehicles regularly sanitized
  • Guides required to regularly wash hands
  • Contactless payments for gratuities and add-ons

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:

See Sight Tours provides intimate small-group tours of popular destinations across North America. Founded in Niagara Falls, Canada in 2006, See Sight Tours has developed a wealth of experience delivering uniquely intimate and immersive tour experiences. Our tour guides take pride in their personal expertise in showcasing the hidden beauty of the local areas where we operate and are determined to create lasting impressions on our guests from around the world.

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