Best of Chicago Tour - See Sight Tours
Chicago Shoreline Sightseeing Cruise

Best of Chicago Tour

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The Best of Chicago Tour is curated for curious travelers who want to discover the charm and spirit of Chicago. In just four hours, this small-group city tour takes you through the famous landmarks of the city including Buckingham Fountain, Cloud Gate (Chicago Bean) and Adler Planetarium Pier. You'll also enjoy the Shoreline Architecture Cruise along the Chicago River from where you will see over 40 iconic buildings. With hotel pickup and drop-off included, skip-the-line access, and a maximum of six guests, it’s one of the best Chicago city tours for anyone short on time but big on discovery.

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 with convenient round-trip transportation
pickup
Pick-up and Drop-off: Your guide will pick you up and drop off at your downtown Chicago hotel.

What you'll see

Chicago Riverwalk in 2024

Chicago Riverwalk

Discover the Chicago Riverwalk is a scenic 1.25-mile urban oasis with dining, art, history, and skyl...

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...

Crown Fountain in 2024

Crown Fountain

Experience Crown Fountain in Millennium Park where digital faces, cascading water, and playful inter...

Buckingham Fountain Chicago in 2024

Buckingham Fountain Chicago

Immerse yourself in the beauty of Buckingham Fountain, a Chicago landmark known for its captivating ...

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...

Chicago Pedway in 2024

Chicago Pedway

Uncover the Chicago Pedway an underground walkway linking transit, shops, and landmarks, offering a ...

Millennium Park in 2024

Millennium Park

Discover Millennium Park. Chicago’s cultural hub with iconic art, live music, gardens, and year-roun...

Highlights

  • Relax on Shoreline Architecture Cruise and see over 40 iconic Chicago landmarks from the river
  • Capture stunning views of Chicago’s skyline and Lake Michigan from Adler Planetarium Pier viewpoint
  • Visit to Cloud Gate (The Chicago Bean) – One of the city's most iconic public art pieces
  • Make a brief stop at Buckingham Fountain – One of the largest fountains in the world

Includes

Included
Small-group tour (max 6 participants)
Included
Complimentary hotel pickup and drop-off
Included
Expert local guide
Included
Luxury air-conditioned Mercedes Metris van

Excludes

Excluded
Tips
Excluded
Snacks
Excluded
Lunch

Description

Experience Chicago through a thoughtfully designed The Best of Chicago Tour. It's a small-group tour on which you explore the city’s architectural beauty, cultural icons, and lakeside charm in just four hours. This tour is limited to just six guests to make it a more relaxed pace and meaningful to explore one of America’s most architecturally celebrated cities. Each stop adds depth ...

Important Information

Know Before You Book:

  • The exact length time for a tour may vary slightly based on traffic and seasonality (during off-peak times, tours tend to be a little shorter due to less traffic.
  • The cruise is replaced with a Field Museum during winter.
  • 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:

  • Don’t forget to bring a camera to capture the highlights and some spending money for souvenirs along the way.
  • This tour involves a moderate amount of walking so it’s advisable to wear comfortable walking shoes.
  • Check the weather forecast and dress appropriately for the conditions
  • Pick up time will be confirmed 1-3 days prior to the tour date via email or phone. If you do not have access to these, please be ready 30 minutes before the tour start time in the hotel lobby.

Not Recommended For:

  • Individuals with mobility challenges
  • Individuals with heart conditions

Add a Review

M
Matthew
June 09, 2025
reviews

4.5/5

I took my family of 5 on this exceptional tour and we had the BEST EXPERIENCE. I was very impressed with the knowledge and history of Chicago as well as all the experiences packed into the tour. Def...Read more

A
aiman testing
April 18, 2025
reviews

4/5

testing reviewwwwwwwww

N
naiman
September 06, 2023
reviews

4.5/5

Amazing Tour. Highly recommended

N
Nikl
September 06, 2023
reviews

4/5

Highly recommended!

A
November 15, 2021
reviews

5/5

This trip was a lot of fun, definitely recommend it! It was just two adults in my group. But then, we were also in a group with one mom and two daughters and everybody seemed to have a blast!! The dri...Read more

F
November 15, 2021
reviews

5/5

MUST DO. This was the best tour of our 5 day trip. All thanks for Mohammed! He was amazing: friendly, fun, and welcoming. He helped over come some fears (in our group) and we all are thankful for an u...Read more

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From $129 USD