5 Unique Things to do in Chicago

Discovering the Unconventional: 5 Unique Experiences in Chicago

Chicago, the vibrant metropolis known for its architecture, culture, and culinary scene, offers a plethora of captivating experiences beyond its iconic landmarks. If you're seeking to uncover the city's hidden gems and enjoy a unique perspective, look no further. Here are five offbeat activities that promise to make your visit to the Windy City truly memorable.

1. Chicago River Cruise: A Nautical Exploration

Explore the iconic architecture of Chicago from a unique perspective on the Chicago River Boat Architecture Tour. Cruise along the winding river, where the city's stunning skyline comes to life through a rich tapestry of history, design, and innovation.

Tour Highlights:

  • World-Famous Skyline: Marvel at Chicago's renowned skyline featuring iconic skyscrapers like the Willis Tower (formerly known as the Sears Tower) and the John Hancock Center.

  • Historic Bridges: Pass under historic drawbridges, each with its own fascinating story and architectural charm.

  • Architectural Masterpieces: Learn about renowned architects like Frank Lloyd Wright and Mies van der Rohe as you pass by their masterpieces.

  • Wrigley Building: Admire the neo-gothic beauty of the Wrigley Building, an architectural gem nestled along the river.

  • Tribune Tower: Discover the Tribune Tower's collection of architectural relics from around the world, including stones from the Great Wall of China and the Parthenon.

  • Chicago Riverwalk: Cruise through the lively Riverwalk, a popular urban oasis with restaurants, public art, and scenic views.

Meeting Point: The tour departs from the Michigan Avenue Riverwalk at 401 N. Michigan Avenue, right at the heart of downtown Chicago. Look for the well-marked departure point with friendly staff to assist you.

Tour Duration: Approximately 75 minutes

What to Expect:

  • Knowledgeable Guides: Your expert guide will narrate the tour, sharing captivating stories about the city's architectural evolution.

  • Stunning Photography: Get your camera ready for breathtaking views and unique angles of Chicago's skyline.

  • Comfortable Seating: Relax in climate-controlled, comfortable seating on the boat, ensuring an enjoyable experience rain or shine.

  • Open-Air Viewing: Enjoy the option to step outside and feel the fresh breeze as you take in the sights.

Additional Info:

  • Reservations are recommended, especially during peak tourist seasons, to secure your spot on this popular tour.

  • The tour provides a unique and educational experience suitable for tourists and locals alike, offering a fresh perspective on the city's architectural treasures.

  • Bring your camera, sunglasses, and a light jacket or sweater, as it can get breezy on the river.

2. Food Tour: Savoring the Culinary Tapestry

Experience the culinary delights of the Windy City on the Chicago Food Lovers Walking Tour. Embark on a gastronomic journey through the heart of Chicago, sampling a diverse array of mouthwatering dishes that reflect the city's rich food culture.

Tour Highlights:

  • Chicago-Style Hot Dog: Savor the iconic Chicago-style hot dog, topped with a colorful array of condiments including pickles, onions, and sport peppers.

  • Deep-Dish Pizza: Indulge in a slice of deep-dish pizza, a Chicago invention known for its thick, doughy crust, and generous layers of cheese and toppings.

  • Italian Beef Sandwich: Experience the bold flavors of an Italian beef sandwich, featuring thinly sliced roast beef served on a crusty roll and dipped in savory au jus.

  • Gourmet Cupcakes: Satisfy your sweet tooth with gourmet cupcakes from a local bakery, beautifully decorated and bursting with flavor.

  • Chocolate Treats: Delight in decadent chocolate treats from a renowned chocolatier, showcasing the artistry and craftsmanship of Chicago's confectioners.

  • Historic Neighborhoods: Stroll through historic neighborhoods and learn about their unique culinary contributions to Chicago's food scene.

Meeting Point: The tour meets at a central location in downtown Chicago. Look for your knowledgeable guide holding a sign near the designated meeting spot, which will be provided upon booking.

Tour Duration: Approximately 3 hours

What to Expect:

  • Local Insight: Gain insights into Chicago's culinary history, food traditions, and the city's vibrant restaurant scene from your expert guide.

  • Tastings Galore: Enjoy generous tastings at each stop, providing a satisfying and diverse food experience.

  • Small Group Experience: Tours are conducted in small groups, ensuring a personalized and interactive adventure.

  • Immersive Atmosphere: Immerse yourself in the city's food culture by interacting with local chefs and food artisans.

  • Dietary Accommodations: Vegetarian options are available, and dietary restrictions can often be accommodated with advance notice.

Additional Info:

  • The Chicago Food Lovers Walking Tour offers a unique opportunity to explore the city's culinary scene and is suitable for food enthusiasts of all ages.

  • Wear comfortable clothing and walking shoes, as you'll be covering some ground on foot.

  • It's advisable to book your tour in advance, especially during peak tourist seasons, to secure your spot.

3. Mob Tour: Exploring Chicago's Gangster Past

Dive into the gritty, mysterious underbelly of Chicago's history on the Chicago Crime and Mob Tour. Join us as we unravel the stories of infamous mobsters, gangsters, and the dark secrets that once haunted the city's streets.

Tour Highlights:

  • Gangster Hotspots: Explore historic crime sites, including the former haunts of Al Capone and John Dillinger, infamous figures from Chicago's mobster era.

  • Biograph Theater: Visit the Biograph Theater, where John Dillinger met his fate, and learn about his criminal escapades.

  • St. Valentine's Day Massacre: Discover the site of the notorious St. Valentine's Day Massacre, one of the most brutal events in Chicago's criminal history.

  • Historic Crime Scenes: Hear captivating tales of bank heists, unsolved mysteries, and criminal masterminds that once roamed Chicago's streets.

  • Notorious Criminals: Get insights into the lives and crimes of infamous mobsters like the Chicago Outfit and the Black Hand.

Meeting Point: The tour meets at the intersection of N. Clark Street and W. Ohio Street, near the famous Rock N Roll McDonald's in downtown Chicago. Look for the tour guide holding a sign at the designated meeting spot.

Tour Duration: Approximately 1.5 hours

What to Expect:

  • Expert Narration: An experienced guide will provide a gripping narrative of Chicago's criminal history, bringing the past to life with fascinating stories and anecdotes.

  • Photo Opportunities: Capture the ambiance of historic crime scenes and locations, offering unique photo opportunities.

  • Insightful Commentary: Gain a deeper understanding of the factors that contributed to Chicago's notorious reputation as a hub of organized crime.

  • Thematic Experience: Immerse yourself in the atmosphere of the Prohibition era and the challenges faced by law enforcement during that time.

  • Small Group Setting: Tours are conducted in small groups to ensure a personalized and interactive experience.

Additional Info:

  • This tour is suitable for history enthusiasts, crime buffs, and anyone interested in Chicago's intriguing past.

  • Wear comfortable walking shoes and weather-appropriate clothing, as the tour is conducted rain or shine.

  • It's advisable to book your tour in advance, especially during peak tourist seasons, to secure your spot.

4. Helicopter Tour: A Sky-High Adventure

Elevate your Chicago experience with a helicopter tour that offers breathtaking aerial views of the city's iconic landmarks. Soar above Lake Michigan, gaze down at Millennium Park, and admire the majestic skyline that defines Chicago. The bird's-eye perspective reveals the city's layout, highlighting its fusion of green spaces, waterfronts, and urban architecture. Whether it's day or night, this tour promises an awe-inspiring encounter with the city's grandeur.

5. Segway Tour: Glide Through the City Streets

Uncover Chicago's charm on a Segway tour that combines the excitement of exploration with the ease of mobility. Zip through Millennium Park, along the scenic Lakefront Trail, and through Grant Park while enjoying an interactive and eco-friendly way to see the city. Knowledgeable guides provide insights into Chicago's history, architecture, and culture while you effortlessly navigate its bustling streets.

Chicago's diverse offerings extend far beyond its renowned attractions, inviting you to embrace a range of unique experiences that embody the city's spirit. Whether you're cruising along the Chicago River, savoring its culinary creations, delving into its mobster past, soaring above its skyline, or gliding through its streets, each activity provides a fresh perspective on the Windy City's character and allure.

Previous
Previous

Unforgettable Experiences in San Francisco

Next
Next

Best Places to Eat in Chicago