Adventurous Things to Do in Chicago

Chicago is an incredible city that has something for everyone. From its vibrant culture and unique architecture to its iconic skyline and world-class museums, it’s no wonder that the “Windy City” is one of the most popular destinations in the United States. But if you’re looking for something a little more adventurous, here are some of the most fun and exciting activities to do in Chicago.

A City of History and Culture

Chicago has a rich history that dates back to the early 1800s when it was first founded by Jean Baptiste Point du Sable. Since then, the city has been home to a variety of cultures, including German, Irish, Italian, and African American. This diverse population has helped shape the city’s culture, which is evident in its many restaurants, festivals, and attractions.

Chicago is also home to some of the most iconic architecture in the world, such as the Willis Tower, the Chicago Theatre, and the Wrigley Building. There are also many museums to explore, including the Field Museum, the Art Institute of Chicago, and the Museum of Science and Industry.

Adventurous Activities in Chicago

If you’re looking for an adrenaline rush, there are plenty of adventurous activities to do in Chicago. From sailing on Lake Michigan to swinging from the city’s highest skyscrapers, here are some of the best ways to get your heart racing in the Windy City.

Go on a Rooftop Adventure

Chicago is home to some of the tallest buildings in the world, which makes it a great destination for an adrenaline-filled adventure. Skydeck Chicago is an observation deck located on the 103rd floor of the Willis Tower (formerly known as The Sears Tower). Here, you can go on a guided tour or take a self-guided tour and explore the city from 1,353 feet above the ground. It’s also the perfect spot for a romantic proposal or a memorable photograph.

Take a Helicopter Ride

For an even more thrilling view of the city, take a helicopter ride over Chicago. You can book a private flight with a professional pilot or join an organized tour to get a bird’s-eye view of the city’s skyline and Lake Michigan. It’s a great way to get an unforgettable experience and some amazing photos.

Go Kayaking on Lake Michigan

Lake Michigan is one of the five Great Lakes and it’s full of amazing sights and activities. If you’re looking for an adventure, consider renting a kayak and exploring the lake’s vast expanse. You can rent a kayak from a variety of rental companies or take part in one of the organized tours that offer guided trips around the lake.

Go Biking Along the Lakefront Trail

The Lakefront Trail is a 18-mile path that runs along the shoreline of Lake Michigan with stunning views of the city skyline and beaches. It’s perfect for biking, running, or even just taking a leisurely stroll. You can rent a bike from one of the many rental companies in town or bring your own bike and hit the trail.

Visit Navy Pier

Navy Pier is one of Chicago’s most popular attractions. Here, you can take a ride on the iconic ferris wheel or visit one of its many shops and restaurants. If you’re looking for something more adventurous, take a ride on Navy Pier’s zip line or hop on its giant swing for an unforgettable experience.

Book a Tour Through Segway Experience of Chicago

Segway Experience of Chicago offers guided tours around some of the city’s most iconic attractions on two-wheeled electric-powered scooters. You’ll get to explore areas like Millennium Park, Navy Pier, and other downtown sites while learning about their history and significance. The tour lasts about two hours and is a great way to get around town without having to walk or take public transportation.

Popular Tours in Chicago

In addition to these adventurous activities, there are a variety of popular tours offered in Chicago. Here are two of the most popular tours that you can book during your visit:

Chicago Beer Bus Tours

The Chicago Beer Bus Tour is a great way to sample some of Chicago’s best craft beers while exploring its historic pubs and breweries. The tour takes you to some of the most popular beer-making establishments in the city, where you can learn about their history and taste some of their unique brews. You’ll also get to visit some of Chicago’s top attractions like The Bean, Wrigley Field, and Navy Pier while learning about its culture and history. Book your tour here.

Chicago Architecture Cruise

This tour will take you on a 90-minute river cruise along the Chicago River where you can learn about the city’s unique architecture. The guides are knowledgeable about Chicago’s history and will explain why certain buildings look the way they do while also pointing out interesting facts about each one. During your cruise, you’ll get to see iconic buildings like Marina City and Trump Tower as well as lesser known gems like Tribune Tower and Willis Tower. Book your tour here.

Conclusion

Chicago is full of exciting adventures and activities that will make your trip one to remember. From taking in the views from Skydeck Chicago to exploring historic pubs on a beer bus tour, there are plenty of ways to get your heart racing in this incredible city. Whether you’re looking for something laid back or an adrenaline-fueled experience, there are plenty of adventurous things to do in Chicago!