Recent Searches
Clear

Top Chicago Adventure Tours

Saved to wishlist!
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Chicago. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Select Dates
Dates
City Tours
Helicopter Tours
Private and Luxury
Historical Tours
Water Tours
Private Sightseeing Tours
Audio Guides
Segway Tours
Walking Tours
Sunset Cruises
Cruises & Sailing
Speed Boats
In the Air
Nature Walks
Likely To Sell Out
Jet Boating

5 results | All Chicago Tours

Sort by: Featured

30 Minute Lake Michigan Speedboat Ride

30 Minute Lake Michigan Speedboat Ride

star-4.5
120
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.
More
  • 30 minutes
From
$34.75
From
$34.75

2-Hour Guided Segway Tour of Chicago
Likely to Sell OutLikely to Sell Out

2-Hour Guided Segway Tour of Chicago

star-5
125
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.
More
  • 2 hours
  • Free Cancellation
From
$65.00
From
$65.00

Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
174
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$40.00
From
$40.00

Learn to Fly a Helicopter: Chicago Helicopter Pilot Intro Flight

Learn to Fly a Helicopter: Chicago Helicopter Pilot Intro Flight

star-5
2
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.
More
  • 30 minutes
  • Free Cancellation
From
$295.00
per group
From
$295.00
per group

Chicago Millennium Park Self-Guided Walking Tour

Chicago Millennium Park Self-Guided Walking Tour

star-4
1
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.
More
  • 20 to 30 minutes
  • Free Cancellation
From
$6.00
From
$6.00

Filters

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Adventure Tours in Chicago?
Q:
What Adventure Tours in Chicago are taking additional safety precautions?
Q:
What Adventure Tours in Chicago are good for avoiding crowds?
A:
These hidden gems in Chicago may have limited interaction with crowds: