Activities and Tours in Chicago
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440 activities & tours found
Small-Group Sightseeing Boat Tour in ChicagoThe ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!
1 hour 30 minutes
Free Cancellation
$85.00View
Chicago Architecture Walking Tour: What's NewOver the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center, focusing on construction elements and their impact on the city’s built environment.
What's New looks at some of the most recent additions to the built environment surrounding the Chicago Architecture Center. This walking tour focuses on each building's height, structure, materials, ornament and its impact on the environment, the neighborhood and the city's economy. The tour showcases seve...
1 hour 30 minutes
Free Cancellation
$30.00View
Likely to sell out
Private Lake Michigan Sailing Charter and Sightseeing Tour of ChicagoEnjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. All charters are NON-SMOKING experiences.
2 hours
Free Cancellation
$542.82View
Likely to sell out
Chicago in a Day: Food and Architecture Private Walking TourGet the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish!
Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way).
From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago...
5 hours
Free Cancellation
$272.50View
Chicago Walking Tour: Art Deco Skyscrapers RiverfrontTour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and geometric ornament. Discover the origins of Art Deco while admiring buildings like the Carbide and Carbon Building (now Pendry Chicago), the Chicago Motor Club Building (now the Hampton Inn) and the colorful, but often overlooked, Trustees System Service Building (now the...
1 hour 30 minutes
Free Cancellation
$30.00View
Art Institute of Chicago Private Expert Guided TourLet our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’ll discover an extraordinary collection spanning centuries and cultures, from classical masterpieces to cutting-edge contemporary works. Our expert guides will illuminate the stories behind each brushstroke, sculpture, and masterpiece, providing a rich narrative that breathes life into the art.
2 hours
Free Cancellation
$215.00View
Private Chicago Highlights Driving Tour
3 hours
See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your Chicago accommodation, after which you’ll be whisked away to see the sights. From the storied Magnificent Mile to the glamour of the Gold Coast, you’ll encounter the best of the Windy City. This private tour is available in Portuguese, English, or Spanish, and kicks off promptly at 9am.$200.00View
Chicago Private Walking Food Tour With Secret Food ToursOn our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city.
You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous deep dish pizza, taste the amazing Italian beef sandwich, enjoy gourmet popcorn, and lots of other tre...
3 hours
Free Cancellation
$306.00View
Chicago Shoreline Adventure Boat TourThis tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!
Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!
1 hour 30 minutes
Free Cancellation
$90.00View
Likely to sell out
Chicago River Architecture and History-Private Boat TourDiscover Chicago by private boat with a local Chicagoan to highlight its fascinating history and architectural marvels along the way!
Before we board, we’ll take a short walk in the Chicago Loop, a bustling area filled with gems like the ostentatious Marshall Field building, the stained-glass-domed Cultural Center, and the Chicago Theatre, adorned with its emblematic marquee.
After arriving at the dock, you’ll board your own private boat and set sail along the Chicago River. As we glide along...
2 hours 30 minutes
Free Cancellation
$895.00View
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