My Bookings
Please Enter Your Booking Code To Find Your Booked Tour!













Best of Chicago Exclusive Private Tour













Explore Chicago’s top sights in just four hours on this private, fully guided tour. Visit Skydeck Chicago for sweeping views from the 103rd floor, take a scenic cruise along the Chicago River to admire the city’s famed architecture, and stop at iconic landmarks like Cloud Gate and Buckingham Fountain. With hotel pick-up, skip-the-line access, and a dedicated guide, this tour blends local insight with effortless convenience—offering a thoughtful, relaxed way to experience the highlights of the Windy City.
What you'll see

Skydeck Chicago and The Ledge
The Skydeck sits on the 103rd floor of the Willis Tower and offers incredible views that span up to ...

Shoreline Architecture Cruise
Narrated boat tour through the Chicago River where you will learn about the the history behind the c...

Cloud Gate (Chicago Bean)
The first public outdoor installation of British artist, Anish Kapoor. Cloud Gate or the Chicago Bea...

Buckingham Fountain Chicago
Immerse yourself in the beauty of Buckingham Fountain, a Chicago landmark known for its captivating ...
Highlights
- Visit Skydeck Chicago and step onto The Ledge for panoramic city views.
- See the iconic Cloud Gate, also known as “The Bean.”
- Stop at Adler Planetarium Pier for the best skyline views.
- Enjoy a narrated Shoreline Architecture Cruise along the Chicago River.
- Explore Buckingham Fountain, one of the largest fountains in the world.
- Travel in a private vehicle with a local guide.
- Complimentary hotel pick-up and drop-off in downtown Chicago.
Includes
Excludes
Description
The Best of Chicago Exclusive Private Tour offers a comfortable and thoughtfully guided introduction to the city’s most iconic sights. Over the course of four hours, guests are taken through a curated journey that combines architecture, history, and views—all in the company of a local guide and a private vehicle.
It’s designed for small groups who prefer an efficient but enriching way to exp...
Important Information
Know Before You Book:
- The lead traveler’s name is needed for all bookings. Full names of all travelers are required when making a reservation.
Know Before You Go:
- You can spot your guide wearing a sweater or t-shirt with our company’s logo at the designated meeting point. Don’t forget to bring a camera to capture the highlights and some spending money for souvenirs along the way. Wear comfortable shoes suitable for walking Check the weather forecast and dress appropriately for the conditions Arrive 10-15 minutes early to ensure a timely start Pick up times will be confirmed 1-3 days before your tour. If you do not have access to email or your phone, please wait in the lobby 30 minutes prior to departure.
Not Recommended For:
- Individuals with mobility challenges Individuals with heart conditions
Nearby Tours
Newsletter
Subscribe to our newsletter!
Signup to our newsletter and we will make sure to let you know whenever we have news!
Quick Links
Book your Tour
Get in Touch
Toll Free
1-888-961-6584
Local
1-289-271-9767
© 2025 See Sight Tours. All Rights Reserved.
1-888-961-6584