Best of Chicago Tour in Chicago, IL

See Sight Tours*HOTEL PICK-UP ONLY*Chicago, IL 60611
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Face masks are required. Temperature check for guests upon arrival. 


Experience all the Chicago highlights in one tour! See the Famous Bean, the Chicago Skywalk, the Chicago Adler view point, and Buckingham Fountain. Your personal guide will be able to tell you all the ins and outs of the windy city and about the most famous landmarks. Enjoy a boat ride to experience some of Chicago’s best architecture from the water. Don’t forget to go way up high and experience the Sky Deck and the 360 Chicago Observation Deck. For an experience you won’t forget, make sure to participate in the coolest experience – Tilt! This tour is thrilling and will be sure to leave those who crave the most out of their visit to Chicago, satisfied!

Good To Know

from Ashley, one of our Chicago Travel Experts
  • Face mask required in public areas.
  • Temperature check for guests upon arrival.
  • Pick-up and drop-off from downtown Chicago hotels.
  • The duration of the tour is 4.5 hours.
  • Operates in all weather conditions, dress appropriately.


from Best of Chicago Tour
Your tour will begin with your guide picking you up directly from your hotel in downtown Chicago. Then you will begin your tour with a view of the famous Cloud Gate, also known as the Chicago Bean, British artist Anish Kapoor's first public outdoor work installed in the United States.

Next, you will continue to see the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Aboard the Shoreline Architecture 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.

No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Skydeck Chicago. 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. 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 provides a thrilling, once-in-a-lifetime experience.

If your thirst for adventure has not yet been satisfied, the next stop will certainly get you excited. 360 Chicago Observation Deck offers breathtaking panoramic views of the Windy City from 1,000 feet above the famed Magnificent Mile. The Observation Deck is home to TILT, Chicago's highest thrill ride.

Once your feet are back on solid ground, your tour guide will take you on a narrated drive of the city to pass the architectural beauty of the Aqua Tower, and one of the largest fountains in the world Buckingham Fountain, among many other fascinating historical landmarks.

To finish your adventurous tour of the Windy City, your guide will make one last stop to the Adler Viewpoint where you will take in the spectacular view of the Chicago skyline from the shoreline.

After a fun-filled day with adventure and exploring Chicago's beautiful architecture and the city's skyline, your tour guide will bring you back to your downtown Chicago hotel where you can unwind and reflect on your memories of the day.

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Frequently Asked Questions about Best of Chicago Tour

Where does the tour start?

Pick up and drop off from hotels in downtown Chicago.

When will the guide pick me up for my tour?

We will email or call you 1-3 days prior to your tour to confirm a specific pick-up time. If you do not have access to phone or email, please be ready and waiting in the hotel lobby half an hour before your tour start time.

Do you have car seats available?

See Sight Tours does not provide car seats for children. By law, children less than 8 years of age can sit on an adult's lap and be buckled in during the tour. Should you wish to bring a car seat with you we ask that you let us know in advance so we can be prepared. Please note, if you do choose to bring a car seat with you, it is your responsibility to install and uninstall the seat at each stop on the tour.

How long is the tour?

The duration of the tour is 4.5 hours. Time varies depending on traffic.

Does the tour operate in inclement weather?

Yes, the tour operates in all kinds of weather, so dress appropriately. The boat cruise may be affected.

Is there anything not included in the price of the tour?

We recommend bringing extra cash to purchase food at stops or bringing snacks with you. Souvenirs and other items you may purchase on your tour are also not included in the price of your tour. Gratuities are optional and always appreciated.