The Best Chicago Tours & Things To do in 2025 – See Sight Tours
Cloud Gate, the Chicago Bean

Small Group Chicago Tours

Tours in Chicago

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Traveller Reviews

WEBSITE

We had a wonderful time on the walking architecture tour in Chicago. Our local guide Andrew was very knowledgeable of the history of Chicago and blended stories of the land with historical timelines o....see more

Jeanne

June 8, 2025
WEBSITE

Andrew is very knowledgeable and it was a pleasure to learn about Chicago from him

Ivan

May 19, 2025
WEBSITE

Great tour. Richard is passionate and knowledgeable about Chicago and has an interesting personal connection with the city. Highly recommend.

Alan

May 18, 2025
EXPEDIA

Excellent service, well organized, got to see everything we wanted to see without having to worry about transportation or booking everything separately or lost tickets to attractions.

Anonymous

November 15, 2021
GETYOURGUIDE

This is a fantastic tour with highly skilled guides and local information. You see the most important chicago highlights in an efficient and pleasant process. The tour guide even stopped at 7-11 to ge....see more

Anonymous

November 15, 2021
VIATOR

We took the half day small group tour chicago Highlights and it was excellent!! A first class level service!! Exceed our expectations. Its fun for kids as well as adults. Muhammad who was our tour gui....see more

Anonymous

November 15, 2021
VIATOR

Willis Tower & Architectural River Cruise Tours were my favorites! Tour Guides seemed very knowledgeable! Awesome!

Anonymous

November 15, 2021
WEBSITE

That was an amazing tour.

Ron James

May 19, 2023

Chicago, a city that thrives on its rich history, modern architecture, and vibrant culture, offers visitors a variety of exciting experiences. If you're planning a Chicago trip, there’s no better way to explore the city than by hopping on one of the best Chicago tours. For a comprehensive experience, the Best of Chicago Tour takes you to some of the most iconic spots in the city, like the stunning Cloud Gate (Chicago Bean) and the world-famous Buckingham Fountain Chicago. These landmarks are just the beginning, with Chicago’s stunning architecture, world-class museums, and vibrant neighborhoods awaiting you.

For those who want to delve deeper into the city’s architectural wonders, the Best of Chicago History and Architecture Walking Tour with Boat Cruise combines a stroll through the city's architectural masterpieces with a relaxing boat ride. The Shoreline Architecture Cruise is another great option, offering a detailed view of Chicago’s architectural skyline from the water, showcasing the city’s towering skyscrapers and iconic buildings. If you’re looking for a more private experience, the Best of Chicago Exclusive Private Tour lets you explore Chicago at your own pace with a personalized itinerary that’s tailored to your interests.

If you're visiting during the evening, the Scenic Chicago Night Tour gives you the chance to see the city come alive with twinkling lights and stunning views of the skyline. This is a must-do for anyone wanting to experience the beauty of Chicago after dark. For those who enjoy a more intimate tour, the Best of Chicago Walking Tour takes you through Chicago’s historic streets and bustling districts, offering a local’s perspective on the city’s culture and history.

One of the best ways to see the city from a different angle is with boat rides in Chicago. The Shoreline Architecture Cruise is perfect for those who want to learn about Chicago’s architectural history while enjoying the beautiful view of Lake Michigan. Whether you're cruising past the skyscrapers or admiring the views from the Skydeck Chicago and The Ledge, Chicago’s boat tours are a memorable way to take in the scenery.

From the Cloud Gate to the Skydeck, every corner of Chicago offers something unique, making it a top destination for tourists. Don’t miss out on experiencing all the best this city has to offer, and book one of the many Chicago tours with See Sight Tours for a truly unforgettable adventure.

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