Landmark · This Weekend

(22 activities)
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    History Indoor Walking Tour

    During this “Urban Safari”, learn about the history of Chicago and by use of our special tour map, navigate nearly 1 and ¼ miles of this unique urban terrain. Along the way, you will enjoy stops at some of Chicago's best historical destinations including; Chicago Cultural Center, Macy's Department Store, Daley Center, City Hall and the Thompson Center. At the Cultural Center, you will view the world's largest Tiffany Dome while listening to stories about the Tiffany family of New York. Only one block away you will view the world's largest Tiffany Ceiling in Macy's Department Store. The Daley Center is replete with stories of Chicago's past and present not to mention the spot leading to the demise of the infamous "Blues Mobile" featured in the "Blues Brothers" movie. All tours include a intermission restroom stop and treat along the way!
    History Indoor Walking Tour

    151 E Upper Wacker Dr, Chicago

    • Learn the true story of Chicago's history and how Lake Michigan transformed into one of the world's leading alpha cities.
    • Listen to gripping tales of Chicago's history
    • Viewing dozens of carefully chosen archive photos in their personal view books
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    Southwest Michigan Wine Country Day Trip from Chicago

    Is your palate parched for a new pinot? Well then why not taste the best of the Midwest? A tour of four wineries is waiting for you in the picturesque hills of the Michigan countryside. You’ll have the chance to taste over 20 different kinds of wines, receive a hearty lunch with vegetarian options at Founders Wine Cellar, and take home your own customized wine glass. Bring some extra cash, because specially discounted bottles will be available along the way. The wineries of the Heartland of America are calling for you.
    Southwest Michigan Wine Country Day Trip from Chicago

    600 N Clark St, Chicago

    • Enjoy tastings at Founders Wine Cellar, the Lemon Creek, St. Julian, and Round Barn Wineries
    • Discover the variety of wines grown from grapes right in the Midwest
    • Taste over 20 different wines from 4 of Michigan's most charming wineries and enjoy a hearty lunch
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    1 positive reviews
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    Art Deco Architecture Walking Tour

    Chicago was the place during the roaring ‘20s with speakeasies galore. On this walking tour, you’ll discover the opulent exteriors and interiors of the Roaring ‘20s Jazz Deco, and the classic finishes of Art Moderne buildings. This two-hour adventure covers the period between the two World Wars, an eclectic design style composed of geometry and simplicity with vibrant colors and simple shapes that celebrate the rise of commerce and technology. This is elegant style and cool sophistication. Trace Chicago’s history through Jazz Age architecture, and maybe celebrate with an Old Fashioned!
    Art Deco Architecture Walking Tour

    224 S Michigan Ave, Chicago

    • Discover the opulent exteriors and interiors of the Roaring ‘20s
    • Learn about the history behind the Jazz Deco movement and the classic finishes of Art Moderne buildings
    • Trace Chicago’s history through this architecture
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    19 positive reviews
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    Modern Architecture Walking Tour

    Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that incorporate new, environmentally-sustainable technology. A great two hour tour for architecture buffs, as well as anyone with a simple interest in the buildings of Chicago. Learn about post-WWII developments and the impact of technological and zoning changes. Admire the stainless steel cladding on the Inland Steel Building, the whimsical post-modern designs of the Harold Washington Library and 190 S. LaSalle, and contemporary buildings like One South Dearborn, Blue Cross-Blue Shield and the Art Institute's Modern Wing. Isn't about time you learned a little more about the city you live in?
    Modern Architecture Walking Tour

    224 S Michigan Ave, Chicago

    • Explore the international, modern, and postmodern architectural movements that hit Chicago
    • Learn about post-WWII developments and the impact of technological and zoning changes
    • Admire the whimsical designs of famous Chicago structures
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    19 positive reviews
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    Original Chicago Hauntings Tour

    Check out the hauntings tour that’s inspired more shivers than nails on a chalk board! You’ll check out the sites of famous tragedies like the Eastland disaster and the Iroquois Theater Fire, the locations of famous ghosts like Resurrection Mary, the body dump of serial killer H.H. Holmes, the house that inspired “Rosemary’s Baby,” and more! This is not a “spook show” or haunted house tour filled with cheap thrills and scares. Rather, it’s darkly historical, sometimes deeply disturbing, and not recommended for highly sensitive children or adults. After this tour, you’ll feel a whole new connection to the city -- and all its restless, roving spirits.
    Original Chicago Hauntings Tour

    600 N Clark St, Chicago

    • Let veteran paranormal researcher Ursula Bielski show you some of Chicago’s most haunted locations
    • Visit the sites of massive tragedies, including the Eastland disaster, the Iroquois Theatre Fire, the Fort Dearborn Massacre, and more
    • Explore the death site of “Resurrection Mary,” and the dump of legendary serial killer H.H. Holmes
    • See the infamous Hull House, the inspiration for “Rosemary’s Baby”
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    1 positive reviews
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    Classic Lake Tours

    What’s the one thing everyone must do in Chicago? Besides eating pizza, you need to see that breathtaking skyline! Traveling along the great Lake Michigan on a cruise vessel, learn about Chicago’s colorful history and famous landmarks. You'll enjoy the panorama of Chicago’s famous skyline, showcasing all the notable skyscrapers, such as the John Hancock, Trump Tower, and Willis Tower. As you progress down the lake, bare witness to the scenic downtown areas like Gold Coast and Buckingham Fountain. For those of you looking for a quick trip that makes the ultimate punch, there’s nothing better than heading out on the lake and seeing that irresistible skyline.
    Classic Lake Tours

    600 E Grand Ave, Chicago

    • Take in the breathtaking views of Chicago’s skyline from the calm tides of Lake Michigan
    • Photograph the towering buildings like the John Hancock, Trump Tower, and Willis Tower
    • Travel down Lake Michigan, along the city front, and see bustling downtown areas like Gold Coast and Buckingham Fountain
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    18 positive reviews
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    Motor Scooter Tour

    Oh, you’re in The Windy City? Nice! But how did you GET there? If you took a train, you’ve probably noticed the underground system is stretched out like fingers and the one transfer location is at the palm -- that beloved-but-hectic hub we call The Loop. Well, that’s just dandy, but it’s a big place, and unless you want to paint your bank statement with Uber charges, you need to figure out how to get across those knuckles to see it all and do it all in one day. What you NEED is a moped. This trip is for locals and visitors alike. Get a real taste of the town. You’ll gain a whole new perspective on Chicago’s best, including Old Town, Lincoln Park, Wrigleyville, The Magnificent Mile, Millennium Park and more. You’ll check out the views of Lake Michigan at Montrose Beach and North Avenue Beach in the summer. And your trusted guide will even make sure you know about the best eats in Little Italy and Pilsen. So get down to City Cycle I for a Scooter Tour!! You can take the train.
    Motor Scooter Tour

    350 S Northwest Hwy, Park Ridge

    • Blow through The Windy City -- on a moped!
    • See a lot in a short time -- you’ll cover ground in Old Town, Lincoln Park, Wrigleyville, The Magnificent Mile, Millennium Park and more
    • Get a new perspective of the city you love, whether you’re just visiting or you’ve been in Chicago for years!
    • Ride along and get some must-know facts from your trusted City Cycle I guide
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    Mini Bus Tour

    On this tour you'll see Chicago's world renowned architecture and learn about the city's colorful history, including gangsters like Al Capone and John Dillinger. Drink in the beautiful views of a lake that looks more like an ocean, and a river that now runs backwards! Downtown, you'll see Millennium Park, The Loop, Museum Campus, Soldier Field, The Willis (Sears) Tower and more. Then it's up north, to the fashionable Gold Coast (including the original Playboy Mansion), Lincoln Park, and Wrigley Field (legendary home of baseball's Chicago Cubs since 1916). Of course, you'll stop a few times along the way, so that you can get out, stretch your legs and take some pictures of Chicago's many fantastic sights.
    Mini Bus Tour

    300 East Ohio St, Chicago

    • Explore the sights and sounds of Chicago in style, aboard a climate controlled, large-windowed mini bus
    • You'll see some of Chicago’s most interesting and popular downtown sights and neighborhoods
    • Snap beautiful pictures at the photo-ops along the way
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    6 positive reviews
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    Chicago Landmarks Photography Tour

    Ready to graduate from taking admittedly delightful selfies? Or just can’t figure out all of those fancy doodads on your new DSLR camera? This tour makes learning photography a snap. That’s because you’ll be learning in the real world, rather than some uninspiring classroom, with a professional photographer to show you how it’s done. The setting for this class is none other than Chicago itself, specifically some of its most photogenic locales, such as Millennium Park, Buckingham Fountain, Chicago River, and General Logan Statue. Along the way to getting know the windy city a little better, you’ll learn easy techniques to take beautiful pictures, and become exposed to photographic nomenclature. Exposed. Heh.
    Chicago Landmarks Photography Tour

    1640 W Roosevelt Rd, Chicago

    • Learn professional photography tips and techniques while getting real world experience
    • Tour and photograph some of Chicago’s most photogenic parks and landmarks
    • Enjoy expanding your knowledge of an excellent creative outlet while getting to know Chicago
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    Mini Bus and Boat Tour

    On this tour you'll see Chicago's world renowned architecture and learn about the city's colorful history, including gangsters like Al Capone, and John Dillinger. Drink in the beautiful views of a lake that looks more like an ocean, and a river that now runs backwards! Downtown, you'll see Millennium Park, The Loop, Museum Campus, Soldier Field, The Willis (Sears) Tower and more. Then it's up north, to the fashionable Gold Coast (including the original Playboy Mansion), Lincoln Park and Wrigley Field (legendary home of baseball's Chicago Cubs since 1916). Of course, you'll stop a few times along the way, so that you can get out, stretch your legs and take some pictures of Chicago's many fantastic sights. At the conclusion of your Chicago mini-bus tour, you'll visit Navy Pier. From there, you’ll enjoy a 75 minute cruise along the scenic Chicago River, while learning a thing or twenty about architecture, Chicago history, and even how to reverse the direction of a river!
    Mini Bus and Boat Tour

    300 East Ohio St, Chicago

    • Enjoy Chicago sights and sounds on a mini-bus tour and a River Cruise
    • See all of the famous downtown sights, as well as some of Chicago's distinct neighborhoods
    • Explore the sights and sounds of Chicago in style, onboard a climate controlled, large-windowed mini bus
    • Relax and enjoy the city's world-renowned architecture, on the Chicago River
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    6 positive reviews

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