Cultural & Sightseeing · Tomorrow

(24 activities)
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    Architecture of the Loop Walking Tour

    Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city. Appreciate the interiors of the Marshall Fields Building, Chase Tower, Chicago Cultural Center and more, plus see public art by Chagall and Picasso. Stroll through elegant lobbies, under glittering domes and into the sprawling network of Chicago Pedway tunnels. Your expert guide shares insights about the city's diverse architectural styles and history, bringing the details of the Windy City into vivid focus. Your tour starts out as you meet your guide at Chase Tower to start your exploration of the Loop's interior architecture. Expect to walk a half mile (0.8 km) during an easy 2-hour walking tour with plenty of stops. Your guide shares expertise in architecture, design, art history and history, and provides participants with iPads that show archival images such as maps, historic photos and documentary video clips. Walk through the Marshall Field's Building, where you'll see famous elements of this iconic edifice, including its beautiful atrium and a Tiffany & Co-designed mosaic ceiling. Ponder the design of the very modern Block 37 complex, situated in the heart of the Loop at a trend-setting location where the city's first skyscrapers and supermarkets were built. See the extensive public plaza, which sits at the geographic center of the Chicago Loop and features Marc Chagall's Four Seasons mural. Admire another famous piece at Daley Plaza: the untitled Chicago Picasso sculpture, which stands 50 feet (15 meters) tall and was the Windy City's first piece of public art. Look at the city through the lens of the Chicago Pedway system -- a network of ground-level concourses, tunnels and bridges that connects buildings throughout Chicago's central business district. Discover how to maneuver through the Pedway and find your way from underneath the downtown. Your tour concludes at the Chicago Cultural Center, a landmark building where you see a magnificent stained glass dome. It was completed in 1897 and originally was Chicago's first central public library. Afterward, say farewell to your guide and make your way to your next destination.
    Architecture of the Loop Walking Tour

    10 S Dearborn St, Chicago

    • Enjoy a guided tour of Chicago's breathtaking architecture
    • Visit the trend-setting Block 37 complex, home of the city's first skyscrapers
    • See the stunning mosaic ceiling of the Marshall Field's building
    • Explore the Pedway system, a network of tunnels and concourses between buildings
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    Real Pirates of Lake Michigan Tour

    (27)
    Ahoy! Hoist the anchors. You're about to set off on an adventure unlike any other. On this tour, learn all about the mischievous pirates that once roamed the great inland seas of Lake Michigan. You'll gain insight about the epic battles that took place, as well as the trickery and treasures that made up such a big part of the pirate world. The real question is, are there any sunken ships with treasure at the bottom of the lake? There's only one way to find out!
    Real Pirates of Lake Michigan Tour

    600 E Grand Ave, Chicago

    • Enjoy real stories about pirates of the inland seas
    • Hear about epic battles that took place right on Lake Michigan
    • Learn about the trickery and treasures that were commonplace in the pirate world
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    27 positive reviews
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    Lakeside Architecture Sail

    (27)
    It's no secret that Chicago loves its ARRRchitecture and unique skyline. It's also no secret that people love pirates. Discover the architectural history that shaped this beautiful city on a tour of Chicago's shoreline. This optimal vantage point will give you an unforgettable perspective, as your guide takes you through the facts and unique stories behind some of the most famous buildings in the city. You'll learn about the people and plans behind these sites from a fun and comedic perspective. The best part is, you won't have to walk the plank at the end of this tour!
    Lakeside Architecture Sail

    600 E Grand Ave, Chicago

    • Enjoy Chicago architecture from a beautiful, lakefront vantage point
    • Discover the people, plans, and persistence that shaped Chicago's most famous sites
    • Hear interesting facts and unique stories, along with a healthy dose of pirate comedy
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    27 positive reviews
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    Segways at Sunset Tour

    (12)
    What better way to celebrate the day than a romantic sunset ... enjoyed from the back of a segway! During this guided tour, you'll be taking a sunset excursion into the parks of Chicago's waterfront area, including Grant and Millenium Park. You'll be led by an entertaining guide that knows the terrain and history like only a local could, and find numerous photo opportunities along the way, including shots of Buckingham Fountain, Soldier Field, and the Chicago skyline. This is a great way to save your legs, but still have a little fun after a long day, and you're sure to be the envy of all the pedestrians you cruise past. What a perfect segue from day to night!
    Segways at Sunset Tour

    239 E Randolph St, Chicago

    • Enjoy a unique mobile tour of Chicago's waterfront area while you drive your own segway
    • Learn about the area from a local tour guide that's both entertaining and knowledgeable
    • Take in the scenery of the Chicago skyline at sunset while the wind blows through your hair
    • See the amazing lakefront and picturesque parks that make the area so beautiful
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    12 positive reviews
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    Lakefront Segway Tour

    (12)
    Windy city not quite windy enough for you? Feel the joys of your hair blowing back as you cruise around on your very own segway! This guided tour will introduce you to Chicago's majestic lakefront area. Led by a guide whose aim is to entertain and inform, you'll explore Grant Park, Buckingham Fountain, Millennium Park, and Museum Campus. Zipping around at speeds of up to 12 mph, you'll have the chance to take in the majestic views around you, including the Chicago skyline, Soldier Field, the Shedd Aquarium, and the Adler Planetarium. You might even get a few good pictures if you can tear your hand away from the accelerator long enough to fish out your camera.
    Lakefront Segway Tour

    239 E Randolph St, Chicago

    • Enjoy a unique mobile tour of Chicago's waterfront area while you drive your own segway
    • Learn about the area from a local tour guide that's both entertaining and knowledgeable
    • Take in the scenery of the Chicago skyline while the wind blows through your hair
    • See the amazing lakefront and picturesque parks that make the area so beautiful
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    12 positive reviews
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    Lincoln Park Bike Adventure

    (2)
    Bike, Lincoln Park, Lake Michigan? This is perfect for any tourist or Chicagoan. This is Chicago's beauty demonstrated in a single adventure. On this tour, you'll enjoy the car-free lakefront trail and explore Chicago's beaches, parks, lagoons, and gorgeous Lincoln Park Zoo (free admission!). You'll encounter a diverse mix of nature and attractions, including top sights: The Chicago Lakefront, Navy Pier, North Avenue Beach, Lincoln Park Zoo, and the Conservatory. This is easy-riding and great fun for any age!
    Lincoln Park Bike Adventure

    600 E Grand Ave, Chicago

    • Enjoy a car-free lakefront trail and explore Chicago's beaches, parks, and lagoons
    • Encounter a diverse mix of nature and Chicago attractions
    • See The Chicago Lakefront, Navy Pier, North Avenue Beach, Lincoln Park Zoo, and the Conservatory
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    2 positive reviews
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    Modern Architecture Walking Tour

    (14)
    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

    111 E Wacker Dr, 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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    12 positive reviews
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    Chicago Grand Half-Day Tour

    (26)
    If you're looking for the most comprehensive, in-depth tour of Chicago, you may want to schedule the Grand Tour, a half-day tour that showcases everything famous and interesting there is to see in Chicago. Discover the highlights of Chicago's North and South sides, and enjoy a scenic route along the Outer Drive. Pass by the city's beautiful Washington Park and Grant Park, and make a 20-minute stop at the fascinating Lincoln Park Conservatory. You'll also uncover the magnificent art and architecture that can be found on nearly every street corner as well. Experience the Windy City in all its glory!
    Chicago Grand Half-Day Tour

    17 E Monroe St, Chicago

    • See everything there is to see in this four-hour tour of Chicago
    • Explore the highlights of both Chicago's North and South side
    • Learn about the art and architecture that fill the Windy City's streets
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    26 positive reviews
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    Chicago Grand Tour and Hancock Observatory

    (26)
    You've arrived at the Grand Tour of Chicago, the tour of all tours! This comprehensive half-day tour is the perfect introduction to the Windy City. Explore Chicago's North South sides on this comprehensive guided city tour! See Chicago's highlights and visit the impressive Hancock Observatory in the Hancock Center for magnificent views of the Windy City! A narrated coach will guide you through the city's finest sights, uncovering the unique art and architecture that make Chicago's streets beautiful. At the tour's end, you'll hop on over to the Hancock Observatory, where you not only gaze at the skyline but also see the states of Indiana, Wisconsin, Illinois, and Michigan. Quite the view, eh?
    Chicago Grand Tour and Hancock Observatory

    17 E Monroe St, Chicago

    • Embark on the perfect introduction to the Windy City on this half-day tour
    • Visit the highlights of Chicago's North and South sides as you're guided by a city expert
    • Experience Hancock Observatory and witness one of the prettiest city views you can see
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    26 positive reviews
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    Lincoln Park Bike Adventure

    (1)
    "But in the end... it doesn't really matter!" Whoa, whoa, whoa, hold on right there. Just because this activity is an adventure through Lincoln Park, that's no excuse to quote the band Linkin Park. There's NEVER an excuse for that! We digress. Enjoy the car-free lakefront trail and explore Chicago's beaches, parks, lagoons, and gorgeous Lincoln Park Zoo. This tour offers a diverse mix of nature and attractions, including The Chicago Lakefront, Navy Pier, North Avenue Beach, Lincoln Park Zoo, and the Conservatory. It's easy riding and kid-friendly, great fun for the whole family! Because, in the end, that really DOES matter.
    Lincoln Park Bike Adventure

    239 E Randolph St, Chicago

    • Tour Chicago's Lincoln Park via bike with stops at the Lincoln Park Zoo, North Avenue Beach, and the Conservatory
    • Learn interesting information and facts, courtesy of your charismatic guide
    • Check out the amazing lakefront and parks, filled with rich history and spectacular architecture
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    1 positive reviews

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