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Chicago > Best of Chicago Tour

Best of Chicago Tour

4.9(20)
clock-icon 4 Hours
persons Up to 6 people
clock-icon Free Hotel Pick-up

This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most prominent sites and attractions including the breathtaking Chicago architecture.

Itinerary

Cloud Gate (Chicago Bean)

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Also known as the Chicago Bean, Cloud Gate has become and interseting cultural phenomenon

Shoreline Architecture Cruise

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Highlights of the cities landmarks and buildings on the Chicago River

Buckingham Fountain Chicago

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Chicago's front door

What's Included

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  • Intimate, guided tour to explore Chicago (groups are limited to 6 people)
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  • Admission to Shoreline Architecture Cruise to experience a relaxing boat tour to experience Chicago's architecture
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  • Guided visit to the famous Chicago Bean
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  • Guided visit to Adler view point
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  • Guided visit to one of the world's largest fountains Buckingham Fountain
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  • Pick up and drop off from your hotel in downtown Chicago
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  • Intimate, guided tour to explore Chicago (groups are limited to 6 people)
  • tick mark
  • Admission to Shoreline Architecture Cruise to experience a relaxing boat tour to experience Chicago's architecture
  • tick mark
  • Guided visit to the famous Chicago Bean
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  • Guided visit to Adler view point
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  • Guided visit to one of the world's largest fountains Buckingham Fountain
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  • Pick up and drop off from your hotel in downtown Chicago

Customer Reviews

(20)
review source

Best of Chicago Tour

chicago

Amazing Tour. Highly recommended

naiman

Written on September 6, 2023
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Best of Chicago Tour

Nice experience

Highly recommended!

Nikl

Written on September 6, 2023
review source

Best of Chicago Tour

Excellent service, well organized, got to see ever

Excellent service, well organized, got to see everything we wanted to see without having t....see more

Eva

Written on November 15, 2021
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Best of Chicago Tour

This is a fantastic tour with highly skilled guide

This is a fantastic tour with highly skilled guides and local information. You see the mos....see more

Bob

Written on November 15, 2021
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Best of Chicago Tour

We took the half day small group tour chicago High

We took the half day small group tour chicago Highlights and it was excellent!! A first cl....see more

Sophie

Written on November 15, 2021
review source

Best of Chicago Tour

Willis Tower & Architectural River Cruise Tours we

Willis Tower & Architectural River Cruise Tours were my favorites! Tour Guides seemed very....see more

Tom

Written on November 15, 2021
review source

Best of Chicago Tour

Great experience. Small group of people, makes it

Great experience. Small group of people, makes it easy to take in the sights and comprehen....see more

Mia

Written on November 15, 2021
review source

Best of Chicago Tour

MUST DO. This was the best tour of our 5 day trip.

MUST DO. This was the best tour of our 5 day trip. All thanks for Mohammed! He was amazing....see more

Bob

Written on November 15, 2021
review source

Best of Chicago Tour

Nos encanto!! Fuimos 3 personas y el espacio que n

Nos encanto!! Fuimos 3 personas y el espacio que nos dedicaron fue casi particular, el guí....see more

Olivia

Written on November 15, 2021
review source

Best of Chicago Tour

You got to do a little bit everything. This your w

You got to do a little bit everything. This your was amazing. I recommend it. Great for ph....see more

Quinn

Written on November 15, 2021
review source

Best of Chicago Tour

We had a great time with Layke. Great guy and enjo

We had a great time with Layke. Great guy and enjoyed the company. Trip was extremely well....see more

Alice

Written on November 15, 2021
review source

Best of Chicago Tour

The tour guide gave us a lot of interesting inform

The tour guide gave us a lot of interesting information. He was very helpful and pleasant.....see more

Charlie

Written on November 15, 2021
review source

Best of Chicago Tour

Excellent tour with tickets provided to both tower

Excellent tour with tickets provided to both towers. Our guide and driver Layke was kind, ....see more

Yvonne

Written on November 15, 2021
review source

Best of Chicago Tour

Great excursion to see and learn so much about dow

Great excursion to see and learn so much about downtown Chicago! Our tour guide was prompt....see more

Henry

Written on November 15, 2021
review source

Best of Chicago Tour

This trip was a lot of fun, definitely recommend i

This trip was a lot of fun, definitely recommend it! It was just two adults in my group. B....see more

Grace

Written on November 15, 2021
review source

Best of Chicago Tour

Mohammed was the BEST! He just made this tour a 5

Mohammed was the BEST! He just made this tour a 5 star! We’ve been to Chicago many times o....see more

Eva

Written on November 15, 2021
review source

Best of Chicago Tour

Great way to see highlights. Tour guide did everyt

Great way to see highlights. Tour guide did everything to make the experience enjoyable. T....see more

Zane

Written on November 15, 2021

What you’ll do

Explore the Windy City with Tripshepherd, Chicago’s best small group tours (max. 7 guests).

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations.

The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation.

Begin your 4 hour small-group tour of Chicago with complimentary downtown Chicago hotel pick up in the comfort and style of one of our complimentary vehicles where you will be escorted to your very first stop - 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 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.

At the end of your tour your guide will take you back to your downtown Chicago hotel.

Important Information

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