The Windy City, Chicago, is well known for its breathtaking architecture, fascinating history, and lively culture. However, the city full of undiscovered gems lies just beyond the popular tourist routes.
Here are some insider suggestions and unconventional ways to visit Chicago for the adventurous tourist looking for a unique experience. This vibrant city is sure to excite you.
Neighborhood Bike Tours
Momentum Mag notes that in the last four years, Chicago has experienced significant growth in cycling trips. An analysis backed by CDOT revealed that biking has surged more in Chicago than in any other major American city in recent years.
Between fall 2019 and spring 2023, there was a remarkable 119% increase in biking, the most substantial leap among the nation’s top 10 cities. This impressive expansion solidifies Chicago’s status as a premier cycling destination in the United States.
Tourists are also opting for bike tours in the city. Guided bike tours offer an immersive dive into Chicago’s neighborhoods. From Pilsen’s vibrant streets with Mexican heritage murals to Ukrainian Village’s historic cobblestone lanes, the city unfolds.
Beyond sightseeing, cycling tours can also be a culinary adventure. Imagine stopping off at a local shop in Little Village to savor delicious tamales or indulging in pierogi from a West Town bakery. Biking offers intimate experiences, revealing residents’ everyday lives for immersive adventures.
Sprinter Van Adventures
Eminent Limo notes that you can choose to dive into Chicago’s hidden corners with a Sprinter van, your ticket to offbeat exploration. Leave the tourist maps behind and set your own course through the city’s lesser-known gems. Cruise through the colorful streets of Logan Square, where vibrant street art adorns every corner, or venture to the historic Pullman neighborhood.
TIME Magazine reports that renting a luxury van like this typically comes with a price tag of approximately $144 per day. By opting for a Sprinter van rental in Chicago, you have the freedom to discover tucked-away parks, charming cafes, and secret viewpoints. So grab the wheel, hit the road, and experience Chicago like never before – on your own terms.
Underground Speakeasy Tours
Stories of gangsters, bootleggers, and speakeasies tucked down beneath Chicago’s streets abound throughout the city’s legendary past. You can go back in time and feel the excitement of Chicago’s Prohibition era firsthand by signing up for a speakeasy tour.
Discover hidden entrances to contemporary speakeasies like The Drifter in River North or step into elegant antique taverns like Uptown’s The Green Mill. These excursions offer a window into a glamorous and fascinating bygone age. Savor deftly mixed drinks that will take you back to a time when jazz and clinking glasses encapsulated Chicago’s colorful history.
River Kayaking Excursions
Kayaking along the Chicago River offers a unique perspective on the city’s iconic skyline. USA Today ranks the Chicago River at #5 on their top ten list of best Kayaking spots in the United States. Kayaking here gives you a unique experience as it allows you to paddle beneath towering skyscrapers and historic bridges.
As you glide along the water, you’ll pass by architectural marvels like the Wrigley Building and the Tribune Tower.
Keep an eye out for wildlife, too; the Chicago River is home to a surprising array of birds and fish. This includes great blue herons and largemouth bass. Whether you’re a seasoned kayaker or a novice paddler, exploring Chicago by river promises an unforgettable adventure filled with scenic vistas
Urban Exploration
For the adventurous traveler with a taste for the unconventional, Chicago offers a wealth of abandoned buildings and forgotten spaces ripe for exploration. Joining an urban exploration tour allows you to venture into the city’s hidden corners.
From the haunting beauty of the Damen Silos to the eerie decay of the Damen Avenue Subway Station. These abandoned spaces tell stories of Chicago’s rise and fall, offering a fascinating glimpse into its history. As you navigate crumbling corridors and climb weathered staircases, you’ll feel like a modern-day archaeologist uncovering the secrets of a city.
FAQs
How many seats is a Sprinter?
A Sprinter van typically seats between 12 and 15 passengers, depending on the specific model and configuration.
Is Chicago a decent city for biking?
Chicago is well-known for its wide network of bike lanes and trails, making it an ideal destination for cyclists of all skill levels.
Is kayaking on the Chicago River safe?
Kayaking in the Chicago River can be a safe and enjoyable experience. This is especially true when following recommended safety guidelines and avoiding areas with heavy boat traffic.
In conclusion, Chicago beckons adventurous souls with its diverse array of offbeat experiences waiting to be discovered. From neighborhood bike tours to underground speakeasy adventures, each excursion offers a unique lens into the city’s vibrant culture and rich history.
With its rise as a premier cycling destination and a playground for intrepid explorers, Chicago stands as a dynamic metropolis. It invites visitors to step off the beaten path and embrace the thrill of discovery.
