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Chicago Small-Group City Tour with Optional Architecture River Cruise

Chicago Small-Group City Tour with Optional Architecture River Cruise

Overview

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city.
On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more!
Along the way, your guide will provide historical, informational and at times humorous commentary about the area.
Four photo stops are a part of each tour. The small-group atmosphere with a maximum of 10 people ensures a more personal experience.

You also have the option to upgrade to include THE most popular Architecture River Cruise in Chicago! For good reason, our partner Shoreline Sightseeing, has been the most booked tour on TripAdvisor for the last 5 years! And yes, there is a bar on the boat.

City: Chicago

Mon 30 Jun

Other dates

You can choose the date already on the booking website

Starting at $48.95

Make a reservation

Mon 30 Jun

Starting at $48.95

Make a reservation

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What's Included

Local guide

Transport by 12-passenger, air-conditioned minibus

Complimentary pickup at most DOWNTOWN CHICAGO hotels. Combination bus and boat tour ends at the boat

Four photo stops

Chicago River Architecture Boat Tour (if option selected)

Additional Info

Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Operates in all weather conditions, please dress appropriately
You MUST contact the local supplier to reconfirm your reservation

What To Expect

The Magnificent Mile

Chicago's main shopping street

Navy Pier

Popular tourist attraction

Millennium Park

The extremely popular home of The Bean, Pritzker Pavillion, Crown Fountain and more. We slowly pass by it on the tour and can drop you off there at the end if you wish.

Chicago River

See the Wrigley Building, Tribune Tower, Marina City, the Chicago River and much more at this stop!

Clarence F. Buckingham Fountain

One of the most beautiful fountains in the world. It's the fountain seen in the opening credits of Married W/Children!! We stop here when it is on, which is between May and October.

Museum Campus

The VERY BEST skyline view and really popular stop!

Lincoln Park

1,600 acre park. Home of the Lincoln Park Zoo, beautiful gardens, fountains, sculptures and much more.

Gold Coast

Popular nightlife district and upscale residential area. Cool restaurants, The Original Playboy Mansion, brownstones and more!

The Rookery Building

One of the world's very first skyscrapers. Frank Lloyd Wright designed the beautiful lobby. It was also used as Elliott Ness' office in the movie The Untouchables and was Duncan's Toy Chest in Home Alone 2 !

Chicago Skyline

One of the most beautiful skylines in the world, from the BEST perspective in the city.

The Art Institute of Chicago

Home of the second most French impressionist paintings in the world. Also American Gothic, The Picture of Dorian Gray, Nighthawks, and much much more!

Shoreline Sightseeing

The most popular tour in the USA, according to Tripadvisor. If this option is selected, you'll enjoy a 75-minute cruise on the stunning Chicago River. Tours can be taken back to back or not. It's your choice.

Show 9 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (635)

Tony_T

Feb 2025

It wasn’t a very informative tour and we were finished very early - interesting in places but didn’t feel we got a comprehensive tour of the city

Beth_W

Feb 2025

Stay at a hotel that had a pick up stop. It is so convenient. The driver was friendly and very knowledgeable, the photo ops were excellent,

Response from Host

Feb 2025

Thanks for the great review!

Gloria_S

Jan 2025

This is one of the best tours we have been on! It was freezing outside and the mini tour bus was warm and comfortable! Our tour guide, Rick,was great- he knew Chicago very well and he added just the right amount of humor to keep us laughing! We had wonderful opportunities to get out and take in the view, and take pictures. Our driver drove smoothly thru Chicago traffic while telling us everything we wanted to know, and answered all questions we might have. I would absolutely recommend this tour- don't hesitate- just do it!