Chicago Small-Group City Tour with Optional Architecture River Cruise

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From $43.95

552 reviews   (4.76)

Price varies by group size

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Pricing Info: Per Person


Departs: Chicago, Chicago

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

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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.

What's Included

Chicago River Architecture Boat Tour (if option selected)

Complimentary pickup at most DOWNTOWN CHICAGO hotels

Local guide

Three photo stops

Transport by 12-passenger, air-conditioned minibus

Traveler Information

  • INFANT: Age: 0 - 3
  • CHILD: Age: 4 - 12
  • ADULT: Age: 13 - 99

Additional Info

  • Face masks required for guides in public areas
  • Gear/equipment sanitised between use
  • Infants and small children can ride in a pram or stroller
  • Operates in all weather conditions, please dress appropriately
  • Regularly sanitised high-traffic areas
  • Suitable for all physical fitness levels
  • You MUST contact the local supplier to reconfirm your reservation
  • COVID-19 vaccination required for guides
  • Face masks while recommended are no longer required on this tour.
  • Hand sanitiser available to travellers and staff
  • Infants are required to sit on an adult’s lap
  • Public transportation options are available nearby
  • Service animals allowed
  • Transportation vehicles regularly sanitised

Cancellation Policy

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

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Experience may be cancelled due to Insufficient travelers
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

What To Expect

The Magnificent Mile
Chicago's main shopping street

• Admission Ticket Free

Navy Pier
Popular tourist attraction

• Admission Ticket Free

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.

• Admission Ticket Free

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

5 minutes • Admission Ticket Free

Buckingham Fountain
One of the most beautiful fountains in the world. It's the fountain seen in the opening credits of Married W/Children!!

10 minutes • Admission Ticket Free

Museum Campus
The VERY BEST skyline view!

10 minutes • Admission Ticket Free

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

5 minutes • Admission Ticket Free

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

• Admission Ticket Free

Skydeck Chicago - Willis Tower
Once the tallest building in the world, still the tallest in North America. See the outside of it at our Rookery stop.

• Admission Ticket Free

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!

10 minutes • Admission Ticket Free

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

10 minutes • Admission Ticket Free

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

• Admission Ticket Free

Shoreline Sightseeing
The most popular tour in the USA, according to Tripadvisor. If option selected, enjoy a 75 minute cruise on the stunning Chicago River.

1 hours • Admission Ticket Included

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