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Adventure The Chicago way
15
items Discover Chicago with these tourist attractions, historical sites, and more.
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Tourist attractions 🏙️🎡
Travel in time with Chicagos most historical sites
Adult fun/date spots (alcohol/smoke friendly)
Tourist attractions 🏙️🎡
Visit the skyline and have a sight you will undoubtedly take the risk to enjoy 😍
Skydeck Chicago
Explore Chicagos stunning architecture with this Tourist boat tour night and day! Aboard First Lady 🛥️
Chicago Architecture Center River Cruise aboard First Lady
Visit one of Chicagos tourist hotspots 📍
Navy pier has food, adult drinks, a great walk around and sight see mingle and even a Ferris wheel to see that gorgeous skyline.
Navy Pier
Get lost in this magical paradise! Shedd aquarium is a place you, your family and friends will all enjoy. 😉
Shedd Aquarium
Experience something out of this world 🌌 visit Alder Planetarium 🪐 and you can thank me later!
Adler Planetarium: Home
Sip &Tilt you heard it right! Now this one’s for the adults, what a better way to enjoy chicagos beauty and sip some of the most delicious drinks 🍷
Sip, TILT, & View - 360 CHICAGO Observation Deck
Travel in time with Chicagos most historical sites
Designed by famous architectural partners Burnham and Root, the picturesque Rookery was originally completed in 1888. Adding to its impressive stature, Frank Lloyd Wright redesigned the stunning two-story, sky lit lobby in 1905. Meticulously renovate...
The Rookery Building
Uncover the opulent interiors of Chicago’s most iconic buildings with this architecture-themed walking tour. Starting in the Loop district, meet your guide and set off on foot to explore hidden architectural gems not visible from the street. Venture ...
The World Within (Part One) | Dazzling Interiors Tour
Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. This extraordinary building was envisioned by renowned architect Solon Spencer Beman, famous for designing the town of Pullman and the iconic Pullman P...
Inside the Fine Arts Building
Get an insider's introduction to Chicago's most celebrated buildings during this architecture-focused walking tour of Michigan Avenue, State Street, and the vibrant Loop area. Revisit the heyday of the skyscraper and visit stunning, art deco-era inte...
Historic Treasures of Chicago's Golden Age
An excellent choice for first-time visitors, this four-in-one tour provides a comprehensive introduction to the city's top landmarks, history, culinary highlights, and shows the legacy left behind by the Prohibition Era. With just a small group for c...
Chicago in a Day: Explore Food, History, and Iconic Architecture
Adult fun/date spots (alcohol/smoke friendly)
Set a reservation at the river side, set the mood with this hot spot, live music, comfort food, vegetarian friendly, happy hour drinks and happy hour food
River Roast
Sip and paint, you heard it right take a sip unwind and create your masterpiece 🎨
Chicago Sip & Paint
Ever wanted to go wine tasting? Here’s a perfect spot with the prices you’ll love! 🍷 ✨
Chicago Winery
Take her on this exclusive exciting date and show her how special she is, now this is something she’ll remember for sure!
Chicago Helicopter Tours - Fly Heli