Exclusive Private Tour Chicago – See Sight Tours
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Side view of Chicago Skydeck & The Ledge
Chicago Shoreline Sightseeing Cruise
Chicago Bean close up
Buckingham Fountain Chicago
Cloud Gate, the Chicago Bean
Chicago Skyline
Chicago River and Skyscrapers
Adler Viewpoint at Adler Planetarium Skyline Walk in Chicago

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.

Key Details
duration
Duration: 4 Hours
guests
Group Size: 4-6
cancellation
Free cancellation: 100% refund when cancelled at least 24 hours in advance
live tour guide
Live Tour Guide: A guided English tour
pickup
Pick-up and Drop-off: Downtown Chicago
meeting point
Meeting Point: 100% refund within 24+ hours' notice

What you'll see

Skydeck Chicago and The Ledge in 2024

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 in 2024

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) in 2024

Cloud Gate (Chicago Bean)

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

Buckingham Fountain Chicago in 2024

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

Included
Private guided small-group tour (up to 6 guests)
Included
Professional local tour guide
Included
VIP transportation in a private vehicle
Included
Complimentary downtown hotel pick-up and drop-off
Included
Skip-the-line entry to all attractions
Included
All taxes and fees included

Excludes

Excluded
Tips
Excluded
Lunch
Excluded
Snacks

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

Newsletter

From $519 USD