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Best of Chicago Exclusive Private Tour

10 top attractions · 4 hours

Explore Chicago’s top sights in just four hours on this private, fully guided tour.

4 hoursMax 10 GuestsFree CancellationLocal Expert Guide
Key Details
duration
Duration: 4 Hours
guests
Group Size: 10
cancellation
Free cancellation: 100% refund when cancelled at least 24 hours in advance
live tour guide
Live Tour Guide: Live guided tour in English with convenient round-trip transportation
pickup
Pick-up and Drop-off: Downtown Chicago

What You'll Experience

  • 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.

We handle everything

Pickup & drop-off

Downtown Chicago

Timing

Back in 4 hours

$728.00 CAD / group
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What you'll see

Everything inside your booking

Skip-the-line entry to all attractions
Private guided small-group tour (up to 10 guests)
Professional local tour guide
VIP transportation in a private vehicle
Complimentary downtown hotel pick-up and drop-off
All taxes and fees included

That's the whole price — no booking fees at checkout.

Excludes

Excluded
Tips
Excluded
Lunch
Excluded
Snacks

Why We're The Better Choice

  • Max 10 GuestsCrowded 50+ seat buses
  • Door-to-Door PickupWalking to meeting points
  • Live Local GuideRecorded commentary

Description

Book a fully guided and narrated private tour of Chicago - The Windy City with See Sight Tours, Chicago ’s best small-group tours (maximum 7 guests). Enjoy the efficiency and exclusive benefit of having your very own private local expert & guide to share unique stories, local insights & highlights as well as offering you personalized recommendations tailored to your groups interest in Chicago . You and your private small group will enjoy complimentary downtown Chicago hotel pick up in the comfort and style of one of our complimentary vehicles to journey throughout the city, experiencing the city’s top attractions and visitor experiences along with several famous points of interest. Includes fully guided and narrated private tour, skip the ticket line entry & all attraction admission fees. Your exclusive, private tour will begin with your very own local guide greeting you at your downtown Chicago hotel. To begin your tour your See Sight Tour guide will take you to the tallest building in the Western Hemisphere - Skydeck Chicago (formerly Sears Tower). Taking 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 which provides a thrilling, once-in-a-lifetime experience. Next, once your feet are back on solid ground your guide will take you to the Adler Planetarium Pier, a must-stop while in the Windy City. As the mecca for American architects, Chicago’s skyline is one of the greatest and this viewpoint is the best place to marvel at the skyline Lake Michigan. Your guide will then take you 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. To finish your exclusive, private tour, you will get to visit two iconic Chicago landmarks - the Buckingham Fountain, one the largest fountains in the world and the Chicago Bean (Cloud Gate) - British artist Anish Kapoor's first public outdoor work installed in the United States - both great locations to take great pictures. Enjoy complimentary downtown Chicago drop off in the comfort of one of our complimentary vehicles at the end of your tour. Experience the best of Chicago - the Windy City in an exclusive, private tour and reserve a spot with us today!

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

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Cancel free up to 24 hours before your tour — full refund, no questions.

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