Top Chicago Adventure Tours
Saved to wishlist!
Private and Luxury
Private Sightseeing Tours
Cruises & Sailing
In the Air
Likely To Sell Out
5 results | All Chicago Tours
Sort by: Featured
Zoom along the shoreline of Lake Michigan, zipping past famous landmarks as you go, during this exhilarating speedboat ride in Chicago. Climb aboard your 2,000-horsepower speed boat at Navy Pier, then hang on for the ride of a lifetime, as you zip past famous attractions like the Willis Tower, Grant Park, and Buckingham Fountain, pausing to learn a little about the history and architecture of the Windy City along the way.
Enjoy an active and entertaining way to explore Chicago’s highlights with this small-group Segway tour. Meet your guide at a convenient location in downtown Chicago, get acquainted with your Segway before setting off, and then hit the road. You’ll discover top Windy City highlights, including Millennium Park, the Buckingham Fountain, the Museum Campus, and more, all while learning about the city’s history and insider facts from your guide.
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
Aviation fanatics can take to the skies and try flying an actual helicopter with this Schaumburg flight experience that's perfect for first-timers. You enjoy helpful advice from your instructor before taking the controls on a flight that whisks you past Sears Centre Arena, Woodfield Mall, and Boomers Stadium. With free parking, noise-canceling headphones, and one-on-one attention from the pilot, this beginner-friendly experience is a near-perfect way to try flying for yourself.
Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you like; pausing to explore further on your own. Take in the sights of the public art—including the famous "Cloud Gate," otherwise known to locals as "The Bean"—and hear the stories behind their creation. The GPS-enabled guide will stop and start the professional commentary automatically as you explore the area. Here's how it works: Within 30 mins, we'll send you two things: a unique password and an app. Download the app onto your phone and enter the password. Then download the tour inside. When you reach there, walk to the Millennium Park Welcome Center. Once there, launch the app and simply follow the instructions from there! No expiration — the tour is available from the minute you book until forever! This is not an entrance ticket to attractions along the route. Check pandemic rules & opening hours before your visit.
Frequently Asked Questions
The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What are the best Adventure Tours in Chicago?
The best Adventure Tours in Chicago according to Viator travelers are:
What Adventure Tours in Chicago are taking additional safety precautions?
These Chicago experiences are providing additional COVID-19 safety measures:
What Adventure Tours in Chicago are good for avoiding crowds?
- Things to do in Illinois
- Things to do in Nashville
- Things to do in Pittsburgh
- Things to do in Toronto
- Things to do in Niagara Falls & Around
- Things to do in Niagara Falls
- Things to do in Buffalo
- Things to do in Branson
- Things to do in Greenville
- Things to do in Atlanta
- Things to do in Washington DC
- Things to do in Ontario
- Things to do in Missouri
- Things to do in Tennessee