Insider's Guide to Chicago

Major attractions, tips and our top things to see and do.

Get the
Inside Scoop

Privacy Policy

4.5 star rating: Recommended 36 Reviews

5 star
4 star
3 star
2 star
1 star
  • Location:Chicago, Illinois
  • Duration:Varies

Best Chicago City Tour with Optional River Cruise

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.


  • 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
  • Get historical insight about Chicago from your guide!
  • 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

Recent Photos of This Tour

What You Can Expect

Best Chicago City Tour with Optional River Cruise

Birds eye Chicago

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

Customer Reviews

5 star rating: Highly Recommended 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!

5 star rating: Highly Recommended 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

5 star rating: Highly Recommended September 2015

We were delayed in our arrival to Chicago and could not make it as scheduled. I called the contact number and met with no problem in changing the tour for the next day. Our guide Bill was very knowledgable, and fun. His tour bus was comfortable and clean. We toured the entire city and he gave us a good orientation as to where everything was with important history references. He dropped us by the river terminal where we took our architectural cruise. Our guide was so passionate about all the buildings' history, and how they came to be that it was impossible not to enjoy everything he had to say. It was a great tour and we highly recommend it!

5 star rating: Highly Recommended August 2015

Great tour guide. Very knowledgeable. Friendly.

5 star rating: Highly Recommended August 2015

As first time visitors to Chicago, my husband and i really enjoyed and appreciated the bus tour and the river cruise. We were only in town for three days one of which was to be spent at Wrigley Field!, so this gave us to see a lot in a short period of time. The river architectural cruise was absolutely fantastic!

5 star rating: Highly Recommended July 2015

great tour

5 star rating: Highly Recommended June 2015

Informative, entertaining and thoroughly enjoyed by all four of us!

5 star rating: Highly Recommended June 2015

Just recently took the combo city/river tour on Wed., June 24,2015. Had a great time. Both guides were very informative. They told many interesting facts about Chicago. The mini bus was very comfortable with a small group. It felt like your own special tour. The architecture of the buildings and the history behind them was worth the money. Had a great time!!

5 star rating: Highly Recommended June 2015

We were the only ones on the tour and the driver did an excellent job of telling us all about Chicago and pointing out places along our tour. I would definitely recommend this tour.

5 star rating: Highly Recommended May 2015

Our guide, Paul, narrated our tour with enthusiasm even though the two of us were the only passengers. He picked us up promptly and accommodated our every wish.

From USD $ 36.99

View price calendar

Low Price Guarantee

Select Travel Date

Flexible Date Guarantee

Enter Total Number of Travelers

What's this, and can I change it?

Please note: After your purchase is confirmed we will email you a link to your voucher.
What's this?

Tour code: 5538MINI


Viator uses cookies to improve your experience on our website. Learn more about how we use cookies and how to change your cookie settings | Close message