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Explore Chicago's iconic landmarks on this 2-hour sightseeing tour led by an expert guide. Board a comfortable minibus with a small group of twelve people or less, ensuring an intimate experience, and ride through the city stopping at locations like the Loop and the Willis Tower (formerly the Sears Tower). Listen as your guide talks about the historical and cultural factors that make Chicago unique. Opt to upgrade your tour with a 1-hour open-top boat tour on the Chicago River that focuses on the city's renowned architecture. Round-trip transportation from select Chicago hotels is included.


  • Chicago sightseeing tour by luxury mini-coach
  • Stop for three picturesque photo opportunities and travel through 'the Loop,' Chicago's downtown area
  • See the Willis Tower (formerly known as the Sears Tower) and Millennium Park
  • Tour handouts available in Spanish, French and Italian
  • Upgrade to include a boat tour on the Chicago River!
  • Small-group tour limited to 12 passengers ensures a more personalized experience
  • Hotel pick-up and drop-off from most downtown Chicago Hotels

Recent Photos of This Tour

What You Can Expect

Chicago City Tour with Optional River Cruise

Birds eye Chicago

After pickup from most downtown Chicago hotels, board your climate-controlled minibus with a small group of twelve people or less. Embark on a sightseeing tour which has won Chicago's Concierge Preferred award several years running. French-, Spanish- and Italian-language handouts will be provided upon request.

Listen to historical and informational commentary from your guide as you admire the world's first skyscrapers in downtown Chicago, known as ‘the Loop’. Take in panoramic views of Lake Michigan and other sights through the oversized windows on the minibus.

Drive through several Chicago neighborhoods like Gold Coast and Lincoln Park to get a feel for daily life in the city. Make photo stops at Museum Campus, which boasts the best view of the Chicago skyline, and other locations like the Willis Tower and Millennium Park. Please see the Itinerary section for a full list of attractions visited.

Optional Upgrade:For more sightseeing 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. Additionally, learn about the role the river has played in the city’s history.

After your tour, enjoy drop-off at selected Chicago hotels.


Customer Reviews


5 star rating: Highly Recommended October 2016

Tour Guide/Drive Rick knows Chicago. Knew the stops passengers would like to get our and see for themselves to add to the tour. Extra thanks to Rick for guiding us on how to get around Chicago.

D. Lyn S

5 star rating: Highly Recommended October 2016

Our driver, Rick, was very friendly, knowledgeable and humorous. We had a moat enjoyable time getting to know Chicago while not having to drive!

Georgeann O

5 star rating: Highly Recommended September 2016

Great tour guides on the bus and the boat!

June P

5 star rating: Highly Recommended September 2016

Was a great trip. Loved being able to get out and take pictures

Virgina J N

5 star rating: Highly Recommended August 2016

We enjoyed both tours. The drivers were very well informed and made the day a fun one.


5 star rating: Highly Recommended August 2016

Rick, our guide, did a great job. He provided a lot of information and gave us time to explore. The two hours flew by. I would definitely recommend the tour to friends.

Cassandra L

5 star rating: Highly Recommended August 2016

Rob was great! The tour was great! I enjoyed the air conditioned mini bus versus the open air bus. The tour was fun, informative, and just long enough. Rob was was very knowledgeable about Chicago and answered any questions we had. I would recommend this tour to everyone.

Michael C

5 star rating: Highly Recommended July 2016

Very entertaining, and informative.

Jcbrph United States of ... 

5 star rating: Highly Recommended July 2016

Very informative, good for first visit

John A

5 star rating: Highly Recommended July 2016

We enjoyed our tour with Rick very much! We saw a great overview of Chicago! Rick was knowledgable and humorous and made the city fascinating! Thanks bunches!

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