Best Chicago City Tour with Optional River Cruise

36 Reviews

  • Location: Chicago, Illinois
  • Duration: Varies (approx.)
  • Tour code: 5538MINI
Don’t miss Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like the Willis (Sears) Tower, downtown Chicago (known as ’the Loop’) and more! Along the way, your guide will provide historical and informational commentary about the area and its beautiful attractions. You also have the option to upgrade to include a 60-minute boat tour down the Chicago River! This open-top boat offers the perfect vantage point to admire the city’s renowned architecture. The small-group atmosphere with maximum of 12 people ensures a more personal experience.


  • Small-group tour by minibus
  • Comprehensive tour of the city
  • Family friendly
  • Informative, friendly and professional guide
  • All taxes, fuel surcharges and service fees included
  • Free hotel pickup and drop-off included
See the famous landmarks of Chicago on a small-group, 2-hour guided tour of the city! On a temperature-controlled minibus with luxurious seats and oversized windows for excellent viewing, your guide will lead you through several Chicago neighborhoods, making postcard-worthy photo stops at Museum Campus (which boasts the best view of the Chicago skyline) and more.

As you admire the world's first skyscrapers of downtown Chicago, also known as ‘the Loop,’ and take in stunning views of Lake Michigan, your guide will provide historical and informational commentary and answer any questions you have. This must-do city tour has won Chicago's Concierge Preferred award two years in a row. French-, Spanish- and Italian-language handouts will be provided upon request.

For more sightseeing, this time by water, upgrade your tour to include a boat ride down the Chicago River! This 60-minute open-top boat tour provides an in-depth look at the architecture of Chicago, as well as the opportunity to learn about the role the river has played in the city’s history.

Chicago sights seen include:
  • Lincoln Park
  • Chicago River
  • Zoo gardens
  • Museum Campus
  • The Willis (Sears) Tower
  • Millennium Park
  • The Magnificent Mile
  • High Hefner's Original Playboy Mansion
  • The Water Tower
  • Navy Pier

Recent Photos of this Tour

Schedule details

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Departure Dates:
Departure Point:
Select downtown Chicago hotels
Departure Time:
Return Details:
Returns to original departure point

Pricing information

Click the link below to check pricing & availability on your preferred travel date. Our pricing is constantly updated to ensure you always receive the lowest price possible.

10am Sightseeing Tour

2-hour Chicago sightseeing tour departing at 10am

USD $36.99
Pricing details
10am Sightseeing + Boat Tour

2-hour Chicago sightseeing tour plus 1-hour Chicago River boat tour departing at 10am

USD $70.00
Pricing details
1pm Sightseeing Tour

2-hour Chicago sightseeing tour departing at 1pm

USD $36.99
Pricing details
1pm Sightseeing + Boat Tour

2-hour Chicago sightseeing tour plus 1-hour Chicago River boat tour departing at 1pm

USD $70.00
Pricing details

Pricing information

Best Chicago City Tour with Optional River Cruise

Chicago City Mini Bus

  • Local guide
  • Three photo stops
  • Transport by 12-passenger, air-conditioned minibus
  • Small-group tour
  • Hotel pickup and drop-off
  • Boat tour (if option selected)
  • French, Spanish and Italian handouts upon request
  • Gratuities (optional)
  • Food and drinks
Additional Information:
  • Confirmation will be received at time of booking
  • Operates in all weather conditions, please dress appropriately
  • You MUST contact the local supplier to reconfirm your reservation
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Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

Traveler Reviews

Reviewed by: Barbara P, November 2015

Fabulous driver, Great narration, on time pick-up, and special consideration for my 94 year old mother on the tour--What more could I ask for!

Reviewed by: Stuart J, October 2015

Brilliant. Very entertaining guides on both the bus and the river cruise. We chose to do the optional river cruise as well and it was fantastic. Both tours are well worth the money

From USD $36.99

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Tour code: 5538MINI