Classes & Activities in Chicago

(45 activities)
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    Chicago-Style Pizza, Beer, Cupcakes and Hot Dogs Tour

    (7)
    Experience Chicago on a walking and food tour of the central business district. Visits to legendary sites such as Palmer House Hotel, Marshall Field's Building, and Millennium Park are punctuated by stops in local food joints for samples of Chicago's favorite bites. Your expert guide shares the history of Chicago's most iconic buildings and foods as you walk around the Windy City's legendary downtown Loop. Follow your knowledgeable guide through downtown Chicago and visit a number of stunning indoor spaces including the historic Palmer House Hotel, the Walnut Room and Macy's. Your guide also takes you to various spots for samples of some of Chicago's favorite foods such as pizza, hot dogs, brownies, and beer from a local brewery.
    Chicago-Style Pizza, Beer, Cupcakes and Hot Dogs Tour

    540 N Lake Shore Dr, Chicago

    • Experience Chicago's vibrant food scene on a walking tour of the central business district
    • Visit legendary sites such as Palmer House Hotel, Marshall Field's Building, and Millennium Park
    • Enjoy stops in various local food joints for samples of Chicago's favorite bites
    • Hear about the history of Chicago's most iconic buildings and foods from an expert local guide
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    7 positive reviews
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    Art Deco Architecture Walking Tour

    (14)
    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

    111 E Wacker Dr, 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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    12 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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    Blue Man Group

    (16)
    You've heard about them through friends and have seen them on TV, now see them live! Come watch the recently updated Blue Man Group at the Briar Street Theater. As one of the longest running shows in Chicago, the Blue Man Group is responding to the ever-changing world by integrating new-age technology into their performance. You will witness the newly added "GiPad," a giant tablet, for several aspects of the show, while the lights, colors, and spectacles fascinate even the biggest naysayer. Enjoy the humor and social commentary of this performance as it combines the traditional 'Blue Man' antics with 21st-century technology for an amazing visual experience. This is the Blue Man Group like you've never seen them before!
    Blue Man Group

    3133 N Halsted St, Chicago

    • Watch a live Blue Man Group performance with integrated new-age technology
    • Marvel at the group's "GiPad," lights, colors, humor and new original pieces
    • Enjoy this high-profile troupe's family-friendly show
    • Main floor seating
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    16 positive reviews
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    Craft Brewery Barrel Bus Tour

    (2)
    There's no better way to travel from brewery to brewery than in a Prohibition-era styled barrel bus! Step on the bus through the speakeasy style vertical door to start your one of a kind Chicago Brewery Tour. As you are driven from brewery to brewery, learn about the history of Chicago's beer industry originating in the 1800's. Did you know that Chicago's first mayor owned a brewery? Your guide will provide an entertaining and educational insight of Chicago politics in connection with breweries, and the effect that Prohibition had on the city. Each brewery has its own unique qualities. As you stop at some large and small facilities, you can get the sense of what it was like to step in a brewery back before Prohibition. The best part? You will receive samples of craft beer at each of the three breweries and tour one of the production facilities. Enjoy approximately 45-55 ounces of different flavors of craft beer along the entire tour. On the production facility tour, learn the step-by-step procedures of brewing and the science behind the process. Please bring your government issued photo ID. Your tour ends at the pickup location.
    Craft Brewery Barrel Bus Tour

    600 N Clark St, Chicago

    • Travel to various breweries in a fun unique Prohibition-era styled barrel bus!
    • Gain a deep educational insight into Chicago politics in connection with breweries
    • Enjoy approximately 45-55 ounces of different flavors of craft beer
    • Capture these"‹ interesting breweries "‹with great photos as you make one-of-a-kind memories!
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    2 positive reviews
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    By Night Mafia and Blues Tour

    First, you will visit the chilling spot where the St. Valentine's Day Massacre murders took place and talk about the events that "lead" up to it. You'll learn about prohibition and how it still happens today in a different form and see how the music of the slaves known as the Blues became a powerful tool to help grow the Mafia in Chicago. Next you will explore some of the bars and nightlife that now dominates Chicago's north-side and will make a stop at a legendary bar previously owned by Al Capone, a Chicago Landmark. There will be some time to enjoy a drink (not included) and possibly some live music in the spirit of the 1920s. This tour will then end with a short sightseeing drive to enjoy the view of Chicago's skyline at night.
    By Night Mafia and Blues Tour

    Downtown Chicago Hotels, Chicago

    • Get inside tips from a local and expert tour guide
    • The small tour group ensures personal service for you and guests
    • This private tour is operated with just your party and a guide/driver
    • See the sights illuminated at night
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    Chicago City Tour with River Cruise

    (26)
    Experience the Windy City like never before by embarking on this scenic two-hour tour of downtown Chicago, also known as 'the Loop.' A minibus with the comfiest seats will take you to the most iconic stops in the city such as Wrigley Field, the Willis (Sears) Tower, Chicago River, the Magnificent Mile, and Navy Pier. Enjoy stunning views of Lake Michigan and take a few moments to bathe in the beauty of this architectural wonder of a city. n the second half of the tour, you'll board an open-tip boat and cruise along the Chicago River as you enjoy stunning views of the city's famed architecture. You'll see all the best parts of Chicago while traveling in comfort and style!
    Chicago City Tour with River Cruise

    17 E Monroe St, Chicago

    • Discover Chicago from both land and water on this comprehensive three hour tour
    • Explore the city and discover the rich history and culture as you visit sites such as Lincoln Park, Museum Campus, Navy Pier, and the Willis (Sears) Tower
    • Take in the Chicago's beauty from the water as you climb aboard an open-top boat
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    26 positive reviews
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    Chicago City Tour

    (26)
    Experience the Windy City like never before by embarking on this scenic two-hour tour of downtown Chicago, also known as 'the Loop.' A minibus with the comfiest seats will take you to the most iconic stops in the city, such as Wrigley Field, the Willis (Sears) Tower, Chicago River, the Magnificent Mile, and Navy Pier. Enjoy stunning views of Lake Michigan and take a few moments to bathe in the beauty of this architectural wonder of a city. You'll see all the most gorgeous parts of Chicago while traveling in comfort and style!
    Chicago City Tour

    17 E Monroe St, Chicago

    • Discover Chicago from both land and water on this comprehensive two hour tour
    • Explore the city and discover the rich history and culture as you visit sites such as Lincoln Park, Museum Campus, Navy Pier, and the Willis (Sears) Tower
    • Admire the breathtaking city skyline of downtown Chicago, also known as 'the Loop,' and take in the stunning views of Lake Michigan
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    26 positive reviews
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    Crime and Criminals Bus Tour

    (1)
    Escape into the city's underworld of criminals and gangsters on a luxury bus with Chicago Crime Tours. Some of the world's most famous criminals, mobsters and gangsters bamboozled their way through Chicago. Sit comfortably and enjoy seeing famous Chicago crime scenes from the 19th century through modern times. You'll stakeout crime scenes like the Biograph Theater and the site of the St. Valentine's Day Massacre. You will also walk the notorious path that John Dillinger walked just before his death. Unlike basic Chicago walking tours, this crime and gangster bus tour can't be stopped by the Windy City weather.
    Crime and Criminals Bus Tour

    163 E Pearson St, Chicago

    • Investigate Chicago's architectural landmarks where some of Chicago's most notorious cases were tried and killed
    • Stakeout famous crime scenes like the Biograph Theatre and the site of the St. Valentine's Day Massacre
    • Escape into the criminal past of Chicago's various neighborhoods
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    1 positive reviews
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    Intro to Hyde Park

    Hyde Park is home to a lot of history. It holds Obama's Chicago home, a Frank Lloyd Wright National Landmark, University of Chicago campus, and so much more! What better way to discover it than with a local guide? On this walking tour, you'll do just that as your local guide shares secrets of the area, highlighting the must-know points of interest along the way. Are you ready?
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    Intro to Hyde Park

    5020 S Cornell Ave, Chicago

    • Learn about the historic Hyde Park neighborhood with a local guide on this 2-hour tour
    • Walk through various points of interest including Obama's Chicago home and a Frank Lloyd Wright National Landmark
    • Bring the whole family on an informative adventure!
    • Capture these stunning sights with great photos as you make one-of-a-kind memories!
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    Wet Felting in Artist Studio

    (1)
    When you arrive at Ausrine's Arts Room you will be welcomed by the artist and gallery owner Ausrine Kerr. First enjoy a private tour of the studio and gallery. Ausrine will then show you fiber art, works on paper, leather and explain the methods and answer your questions. Next you will become an art student. You will be provided with the space to work in the studio and all the materials and tools . You will learn about wet felting process, different wool fibers, Nuno felting ( laminating wool on silk). During 3 hours of the hands on workshop period you will get the chance to create your own 2D or 3D felted art piece. Free snacks will be provided.
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    Wet Felting in Artist Studio

    1123 Florence Ave, Evanston

    • Take a visit to Ausrine's Arts Room in Evanston
    • Here you will take a private tour lead by the artist and owner herself
    • Then you will create your own art piece yourself!
    • Let out your inner artist in this wet felting class
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    1 positive reviews
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    Private Tea Tasting

    (3)
    Ready to up your hoight? Remember -- You can't spell "Tsk-tsk" without a tea (or two). Take this private tea tasting to expand your knowledge of the healthier caffeine. You'll explore the large assortment of artisan teas in a one-on-one session with a knowledgeable staff. Alone or with friends, you'll learn all about tea, and get to try its finest varieties. The establishment offers 100+ different teas from all the major tea-growing regions, and you get to select and try all that piques your interest. Experience the beguiling variety of aromas and flavors in the company of our knowledgeable Tea Guides. You're sure to enjoy the journey! Now, repeat after me: "The rain, in Spain... falls mainly on the plain."
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    Private Tea Tasting

    617 N State St, Chicago

    • Explore a large assortment of artisan teas in a 1-on-1 session with a knowledgeable staff
    • Learn all about tea, and try its finest varieties -- fun for groups or solo enthusiasts!
    • Discover a complicated history via flavor
    • Taste varieties until you find your favorite teas for energizing, healing and for calming down
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    3 positive reviews
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    World's Fair Bus Tour

    For one shining moment, Chicago was the center of the galaxy. The world turned its attention fully on one of the most beautiful cities ever built or dreamed for the "Columbian Exposition of 1893." As one author said, "Nothing in Paris, Rome, or London was near as perfect as Chicago's White City"!!"‹ Come experience many of the amazing features of not only this colossal event but the "Century of Progress" in 1933-34 as well! Walk along the fairgrounds of both Fairs and relive what people saw for the first time during these stupendous affairs. Learn what is what like to experience some of the following:
    • Sitting atop the 25-story tall Ferris Wheel overlooking the world's first "Midway" 123 years ago.
    • Watching Sally Rand and Farida Mazhur allure admiring fans with their Fan Dance and Belly Dance.
    • Viewing racers in "rocket cars" traveling between 628-foot towers overlooking today's Northerly Island.
    • Touring the Manufacturers and Liberal Arts Building - so large you could fit the Great Pyramid of Giza, U.S. Capitol Bldg., St. Paul's Cathedral, Winchester Cathedral and Madison Square Garden inside!
    • Walking in the wonder of Osaka Gardens that still flourish today on Wooded Island in Jackson Park.
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    World's Fair Bus Tour

    600 N Clark St, Chicago

    • Relive the grandeur and magic of Chicago's two World's Fairs on this one-of-a-kind bus tour
    • Walk the grounds of incredible galas that were attended by millions of visitors from all over the world
    • Flip through view books filled with dozens of carefully chosen photos that help bring these fairs to life! .
    • Capture these"‹ interesting sights "‹with great photos as you make one-of-a-kind memories!
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    Sports History and Landmark Tour

    (1)
    See the homes of Chicago's iconic sports teams as you are escorted in a comfortable van to the city's top sports parks, learning the history of each during your journey. Begin by visiting the home of the Chicago Cubs--Wrigley Field. Originally built in 1914 as Weeghman Park for the Chicago Federal League baseball team, the Chicago Whales, the stadium name was changed when chewing-gum titan William Wrigley Jr. purchased the team in 1921. Next, stop at the United Center, home of the Chicago Bulls basketball team and Blackhawks hockey team, to see the bronze Michael Jordan statue, officially known as The Spirit. A tourist favorite, the statue was created shortly after Jordan's retirement to commemorate his 3-consecutive NBA championships as a Chicago Bull. Your next destination is the oldest NFL stadium, Soldier Field. This lakefront field is home to the Chicago Bears.
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    Sports History and Landmark Tour

    Hotel pickup, Chicago

    • If you are a sports fanatic, this tour is for you!
    • This tour shuttle you and your friends to the top sports parks in Chicago for the ultimate photo op
    • You will visit Chicago's historic Wrigley Field - built in 1914, the United Center - home of the Chicago Bulls and Blackhawks
    • End the tour at the Harry Caray's Water Tower with admission to the Chicago Sports Museum!
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    0 positive reviews
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    History Indoor Walking Tour

    (2)
    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!
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    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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    2 positive reviews
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    1950's Nightlife in the Loop Tour

    (2)
    What was Chicago nightlife like 70 years ago? There's a 100% chance of finding out during this 50-themed tour! Walk through time on this immersive experience contextualized by video, music, and vintage photographs. Kick the show off in the Theater District, before heading off to get acquainted with the peculiar history and delicious brews of The Berghoff. Next, relax in the luxurious lobby of the Palmer House Hotel. Sip cocktails and savor nibbles, all while learning about the royal couple behind the hotel, Potter and Bertha Palmer. Plus, check out the Empire Room nightclub, which for forty years hosted some of the biggest names in entertainment. Tales and cocktails. Drink it all in.
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    1950's Nightlife in the Loop Tour

    250 E Superior St, Chicago

    • Explore 1950s Chicago during a multimedia nightlife tour
    • Visit the Theater District, The Berghoff, and Palmer House Hotel
    • Overlay the experience with video, music, and vintage photographs
    • Sweep your imagination back to an era that now seems strangely foreign
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    2 positive reviews
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    Tiffany Art Glass Landmarks Walking Tour

    (14)
    Ever hear of Tiffany Glass? Hope so. You've probably heard about their bracelets. This tour explores the art glass designed, crafted or installed by the Tiffany Glass and Decorating Company, Louis Comfort Tiffany and his contemporaries, in four late 19th Century Chicago landmarks: The Art Institute, The Marquette Building, The Chicago Cultural Center, and Macy's on State Street. Discover mosaics, lighting fixtures, vaults and domes, as well as the buildings in which they are housed, recent restoration efforts, and the history behind this dramatic art form. Become familiar with an even more luxurious side of Tiffany's.
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    Tiffany Art Glass Landmarks Walking Tour

    111 E Wacker Dr, Chicago

    • Enjoy the art glass designed, crafted, or installed by the Tiffany Glass and Decorating Company
    • Explore The Art Institute, The Marquette Building, The Chicago Cultural Center, and Macy's on State Street
    • Discover mosaics, lighting fixtures, and the history behind this dramatic art form
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    12 positive reviews
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    Barrel Bus Craft Distillery Tour

    What better way to visit and taste at local craft distilleries than in a Prohibition-era styled barrel bus! Step on the bus through the speakeasy style, hidden vertical door to start your one of a kind Chicago Distillery Tour. As you are taken from distillery to distillery in this jitney, your guide will provide an entertaining and educational insight of Chicago's liquor industry originating in the 1800's. Hear stories of George Remus, the man who owned many of the distilleries across America during Prohibition. Learn about the affect that Prohibition laws had on Chicago, and how certain gangs were developed to facilitate the transport of illegal hooch.
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    Barrel Bus Craft Distillery Tour

    Rock n Roll Mcdonalds, Chicago

    • Comprehensive tour by bus/coach for this once in a lifetime experience
    • Step back in time on all inclusive history tour
    • Enjoy approx 9-12 samples of different flavors of craft spirits along the entire tour
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    Fabulous Quintessential Culinary Tours of Chicago

    What should a visitor see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond that it can often be hard to decide where to start. Why not tantalize all of your desires and senses with a 3 hour small- group walking food excursion lead by a professional guide? You'll indulge in 5-6 of Chicago's quintessential staples while feeding your mind with intriguing and rememberable tidbits along the way. Before you know it, you'll feel like a local. Make sure to come hungry, this tour offers more than enough to be considered lunch.
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    Fabulous Quintessential Culinary Tours of Chicago

    Pizano's Pizza and Pasta, Chicago

    • Receive discounts at selected restaurants, shops and attractions
    • Vegetarian meal option available
    • Get inside tips from a local, informative, friendly and professional guide
    • Great overview and orientation of the city
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    Chicago River Ghosts and Gangsters Kayak Tour

    Everybody knows that if you're looking for ghosts and gangsters, there's a few obvious places to look. Ghosts: old houses on hills, cemeteries. Gangsters: Gentleman's clubs and speakeasies. But HERE'S a place you might not think of where you can find stories of both: The Chicago River! Follow your guide through the downtown segment of the Chicago River, which borders city skyscrapers like Willis Tower. As you paddle, you'll listen to sordid tales about the Windy City, including how its explosive boom in the mid-1800s (following the construction of railroads) led to Chicago's gritty side coming out. You'll hear about crime lords, from Big Jim Colosimo, Papa Johnny Torrio, to the kingpin himself, Al Capone. This is a great way to learn about Chicago's darker side!
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    Chicago River Ghosts and Gangsters Kayak Tour

    950 N Kingsbury St, Chicago

    • Paddle down the Chicago river while listening to stories about Chicago's seedier side
    • Learn how the railroad boom led to the emergence of a seamy underbelly
    • Get in a great workout while listening to riveting stories
    • Hear about the colorful cast of characters in Chicago's past, including Big Jim Colosimo and Al Capone.
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    City Tour and River Cruise

    (11)
    Experience the Windy City like never before by embarking on this scenic half-day tour where you'll sightsee by land and water. A narrated coach will take you through the city's South Side and you'll see highlights such as Grant Park, the Loop, and the Shedd Aquarium. In the second half of the tour, you'll board a state-of-the-art yacht and cruise along the Chicago River as you enjoy stunning views of the city skyline. You'll see all the best parts of Chicago while traveling in comfort and style!
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    City Tour and River Cruise

    17 E Monroe St, Chicago

    • Experience the beauty of Chicago from both land and water on this comprehensive half-day tour
    • Discover the history and culture as you visit sites such as Grant Park, the 'front lawn of the city,' and the Adler Planetarium
    • Admire the breathtaking city skyline from the water as you travel on a beautiful streamliner yacht
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    11 positive reviews
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    Southside Bicycle Tour

    (1)
    Travel back in time to the seamier side of Chicago on this guided bicycle tour that takes you to the Southside hangouts of notorious Chicago gangsters like Al Capone. Learn the history of the Chicago Outfit as you cycle through Bridgeport, Chinatown, Palmisano Park and more. Bike along scenic paths on Chicago's Lakeshore en route to see famous mob homes and haunts, Chicago's former red-light district, and Al Capone's stomping grounds. You'll get a glimpse into the Windy City's underworld while enjoying a fun and informative bike ride!
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    Southside Bicycle Tour

    River North, Chicago

    • Catch a glimpse of the once seamier side of Chicago on this guided bicycle tour
    • Learn the history of the Chicago Outfit as you cycle through Bridgeport, Chinatown, and Palmisano Park
    • Explore the Southside hangouts of notorious Chicago gangsters like Al Capone
    • Bike along scenic paths on Chicago's Lakeshore en route to see famous mob homes and haunts
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    1 positive reviews
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    Bucktown and Wicker Park Beer Tour

    (2)
    Are you interested in going on a three-hour walk? If you said yes, you're probably just being polite. But what if we told you there's BEER involved -- really, really good beer. Discover Chicago's finest beer on this three-hour walking tour of the Bucktown and Wicker Park neighborhoods. With a knowledgeable guide, you'll learn about Chicago's history related to immigration and brewing -- from the late 1600s to the present day -- and visit bars, restaurants, and other locally owned establishments, including the bar that doubled as "Molly's" on the TV show Chicago Fire. You'll also enjoy a Chicago-style hotdog and get a look at some of the city's historical architecture. So let's see: You've got exercise, beer, hot dogs, and architecture. Yep, I'd say that checks off just about every box!
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    Bucktown and Wicker Park Beer Tour

    W Cortland St, Chicago

    • Spend 3 hours touring Chicago's Bucktown and Wicker Park neighborhood, enjoying some of the best beer in the region
    • Visit innovative and homey watering holes, including the bar featured on the TV show Chicago Fire
    • Explore "Beer Baron Row"where a majority of the old German beer barons used to live in the late 1800s
    • Admire Chicago's famed architecture and hear stories from your guide about the area's immigration and brewing history
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    2 positive reviews
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    Lakeview and Lincoln Park Beer Tour (Sat) *

    (5)
    So, of course you don't need a tour of beers, you're already the expert there. But do you need a tour of Lakeview and Lincoln Park Beers? Probably. Kick this walking tour off at a local watering hole, where you'll meet your guide and enjoy your first beer tasting of the day. Then continue the tour around the Lakeview and Lincoln Park neighborhoods, making your way to other locally-owned, off-the-beaten-path establishments. As you walk, you'll hear plenty of stories from your insider guide about Chicago's long history of brewing beer. Along the way, you'll pop into an Irish pub for a creamy pint of Guinness pulled just right by an expert barkeep. Head over to a beer-and-bacon bar to savor a variety of crispy bacon treats paired with your beer tasting. Meet the owner of a specialty beer and wine store, and hear about how he handpicks his collection. And stop by a microbrew pub before walking into a punk rock bar that was established before Prohibition and is known today for its eclectic beer selection and whiskeys. You'll also have the chance to watch a home-brewing demonstration, learning about different beer styles as you take in the aromatic hops and barley. When your tour ends, you'll have plenty of new knowledge about some of Chicago's best places to find a great pint. Whether you're an expert or not, you're going to love this tour. Why? Because, beer.
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    Lakeview and Lincoln Park Beer Tour (Sat) *

    Harrigan's, Chicago

    • Sip your way through Lakeview and Lincoln Park's best beers on a 3-hour walking tour of 2 iconic Chicago neighborhoods
    • Follow your guide to a series of bars and breweries for flights of regional craft brews
    • Raise a glass as you learn how Chicago's immigrant cultures created a proud brewing tradition
    • Experience the bar scene like a local, try a classic Midwestern pairing at a beer-and-bacon bar, and see what's on draft in the Windy City
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    5 positive reviews
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    Midwest Wine Tasting with 2-Course Lunch

    The Midwest is famous for their casseroles and freezing winters, but who ever heard of Midwestern wine? You have now that you have been on this tasty tasting. Start your day with a pickup from your central Chicago hotel. Take part in a departure toast, then head out to visit three wineries for your day in wine country. As the day progresses, your guide will explain to you how grapes that have been cultivated for cold climates have a special character that cannot be found in other parts of the world. In between tastings, you will have the chance to enjoy a delicious 2-course lunch, paired with wine of course. You'll be dropped off at your accommodations tipsy, tired, and content.
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    Midwest Wine Tasting with 2-Course Lunch

    Central Chicago hotels, Chicago

    • Explore what the Midwest has to offer and surprise yourself with wines that are food friendly and quite different than what you can get in California or France
    • Take a private tour perfect for those who have recently had their interest in wine sparked
    • Enjoy this beginner's wine tasting tour, filled with knowledge, wine tastings, and a delicious lunch
    • Discover the little-known world of midwestern wine and the pleasant surprises within it
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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.
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    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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    Chinatown Food Tour

    (3)
    Navigating through the winding roads to find the best in Hong Kong, you stumble upon a dim sum restaurant. Wait, this isn't Hong Kong. This is just Chicago's Chinatown. On this food tour, you will be guided through one of the oldest Chinatown neighborhoods in America, and you'll treat your taste buds to delicious Hong Kong, Szechuan, and Mandarin style Chinese cuisines. Uncovering the best eats at five different local gourmet hot spots, taste the food, culture, and history of each locale. This might be the most delicious tour of your life so bring your appetite and come prepared to eat! On your walking tour, expect to visit the following locations:
    • Triple Crown: Canton cuisine and Hong Kong-style dim sum restaurant
    • Lao Sze Chuan: Szechuan-style cuisine and family restaurant
    • Ten Ren Tea & Ginseng Co.: Loose-leaf tea and organic ginger house
    • Saint Anna Bakery: Chinese-style baked goods, desserts and pastries
    • Lao Beijing: Mandarin-style cuisine
    Note: Exact meeting location will be provided upon booking. In the "Special Requests" field upon placing the booking, please state if you are a vegetarian, have any food allergies, and are under 21.
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    Chinatown Food Tour

    2126 S Archer Ave, Chicago

    • Embark on a food tour as you taste your way through five different gourmet restaurants in Chinatown
    • Learn about the food, culture, and history of each locale
    • Enjoy an intimate tour filled with delicious Chinese food and laughter
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    3 positive reviews
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    Night Segway Tour

    (54)
    Hop on the most innovative tour to hit Chicago in years! Gliding through the Windy City on an eco-friendly Segway is the coolest ride of the 21st century. Far easier than walking, and more unique and personalized than a coach tour, riding a Segway personal transporter is a once-in-a-lifetime experience. See all the famous Chicago sights light up for the night, such as Buckingham Fountain, Navy Pier, and Lake Michigan. You'll receive a great orientation of Chicago from the informative commentary highlighting the city's past and present. Who knew learning about your city could be this much fun!
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    Night Segway Tour

    910 S Michigan Ave, Chicago

    • Glide through the Windy City on an eco-friendly Segway
    • Visit the famous Chicago sights that light up the night, such as Buckingham Fountain and Navy Pier
    • Enjoy your guide's stories and commentaries that highlight the city's past and present
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    54 positive reviews
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    Fox River Valley Wine Tasting Room Trail

    These aren't your parents wines! Step out into the scenic Fox River and the beautiful old towns that supported the economy based on river and rail transportation. While the days of steamboats and locomotives are in the distant past, you will find wonderful wine tasting rooms in these towns. Sample wine made from grapes grown in Illinois and around the Midwest. You'll experience flavor and aroma profiles that differ drastically from wines made in California and Europe. Visit three tasting rooms along the Fox River and indulge in a gourmet lunch along the way. You'll enjoy a day outside of the normal loop and see some sights off the beaten path. Break the mold and shock your folks by bringing back one of these bottles to the next family dinner.
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    Fox River Valley Wine Tasting Room Trail

    Hotel on the Magnificent Mile, Magnificent Mile

    • Enjoy a scenic day exploring the wineries and vineyards of the Fox River Valley
    • Visit three tasting rooms and learn the different flavor profiles of the region
    • Indulge in a delicious lunch along the way
    • Spend a day drinking wine and learning the history that surrounds the area
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    Haunted Chicago Segway Tour

    (1)
    Do you believe in ghosts? If not, you may start to after this tour. As you follow your guide through the streets of Chicago on a personal Segway, you'll travel down secluded alleys, visit hotel lobbies, and glide along the Chicago River, listening as your guide recounts terrific tales of the city's haunted past, including disasters and gangster murders. Was that just a breeze you felt on your neck? Feel goosebumps on your arms and legs as you stand in the alley where more than 600 Chicagoans perished in 1903. Listen for the faint sound of an unmanned piano playing in the ballroom of the Michigan Avenue Hotel. Stand at the shore of the Chicago River -- the sight of Chicago's most tragic maritime disaster that claimed the lives of 800 people in 1915. Watch out, you don't want to become the haunter.
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    Haunted Chicago Segway Tour

    100 S Michigan Ave, Chicago

    • Traverse Chicago's haunted alleys, hotel lobbies, and waterfront on a Segway
    • Recount the tales of the city's haunted past including disasters and infamous gangster murders
    • Embrace the dark side of Chicago's history as you visit the scariest sights the city has to offer
    • Enjoy views of the city lit up at night
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    1 positive reviews
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    Lakeview and Lincoln Park Beer Tour

    (5)
    So, of course you don't need a tour of beers, you're already the expert there. But do you need a tour of Lakeview and Lincoln Park Beers? Probably. Kick this walking tour off at a local watering hole, where you'll meet your guide and enjoy your first beer tasting of the day. Then continue the tour around the Lakeview and Lincoln Park neighborhoods, making your way to other locally-owned, off-the-beaten-path establishments. As you walk, you'll hear plenty of stories from your insider guide about Chicago's long history of brewing beer. Along the way, you'll pop into an Irish pub for a creamy pint of Guinness pulled just right by an expert barkeep. Head over to a beer-and-bacon bar to savor a variety of crispy bacon treats paired with your beer tasting. Meet the owner of a specialty beer and wine store, and hear about how he handpicks his collection. And stop by a microbrew pub before walking into a punk rock bar that was established before Prohibition and is known today for its eclectic beer selection and whiskeys. You'll also have the chance to watch a home-brewing demonstration, learning about different beer styles as you take in the aromatic hops and barley. When your tour ends, you'll have plenty of new knowledge about some of Chicago's best places to find a great pint. Whether you're an expert or not, you're going to love this tour. Why? Because, beer.
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    Lakeview and Lincoln Park Beer Tour

    Harrigan's, Chicago

    • Sip your way through Lakeview and Lincoln Park's best beers on a 3-hour walking tour of 2 iconic Chicago neighborhoods
    • Follow your guide to a series of bars and breweries for flights of regional craft brews
    • Raise a glass as you learn how Chicago's immigrant cultures created a proud brewing tradition
    • Experience the bar scene like a local, try a classic Midwestern pairing at a beer-and-bacon bar, and see what's on draft in the Windy City
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    5 positive reviews
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    Macy's State Street Historical Store

    If you can't get enough shopping, you're bound to love this historic tour of one of North America's most famous retailers! On this 1-hour walking tour guests will learn about the history of two great American retail pioneers, R.H Macy's and Marshall Fields. After 10-15 minutes, the group will head to the first level to view the Burnham Fountain, Great Clocks, and State Street granite columns. This takes approximately 15-20 minutes before the group heads up to the 5th floor to view the Tiffany vaulted ceiling. After 5-10 mins, the group will proceed to the 7th floor to learn about the famous Walnut Room restaurant and taste the Frango mint chocolate where you will remain for the duration of the tour. Maybe afterwards you can do some shopping!
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    Macy's State Street Historical Store

    Macy's on State Street (Visitor Information Center,Lower Level), Chicago

    • Experience a historic store tour of Macy's on State Street
    • Learn how Macy's has become America's largest department store, with over 800 locations and more than 150 years of retailing history
    • Get a taste of the famous Frango® Mint Chocolates and a peek at the breathtaking Tiffany vaulted ceiling, the graceful Burnham fountain, and the world-renowned Walnut Room restaurant
    • Step back in time on this tour through history!
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    Tour North Shore

    On this tour you will pass by four cities, including the charming downtown Evanston, mansions, and historic American homes. You will drive by a former American Vice President's Home and the home of one of the most respectable women in the nineteenth century. Before leaving Evanston we will visit the Shakespeare Garden and drive by one the top 10 American Universities. Next, spend some time to reconnect at the Bahai temple (of which is the oldest Bahai House of Worship in the world and the only one in the United States). There are only seven Bahai temples in the world, you can't visit Chicago and miss the opportunity of seeing this breathtaking temple. Your last visit will be the Chicago Botanic Garden, where you will have free time to take the tram or walk at leisure. Your guide will drive you back to the hotel after the tour.
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    Tour North Shore

    Downtown Chicago Hotels, Chicago

    • Enjoy a 4-hour scenic ride along Lake Michigan North Shore, which is one of the wealthiest in the country.
    • See the Lakefront of Uptown and Rogers Park, Loyola University, Northwestern University, Evanston Downtown, Bahai Temple, and Chicago Botanic Garden
    • The guide will pick you up and drop you off at your hotel
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    Pizza & Beer Tour

    (14)
    Pizza and beer -- can the world get any better? Wait, it can. Chicago deep dish and beer! On this Chicago pizza-tasting tour, visit four local pizzerias to try the Windy City's famous pizza, and pair it with a cold beer or glass of fine wine. Relax and mingle with the locals as you indulge in the city's famous pizza. Your tour will include four famous pizzerias: Flo and Santos with their original Polish Pizza; Sono Wood Fired and their intense toasty and lightly charred flavors and fresh ingredients; Coalfire, whose signature coal oven delivers an American spin on the classic Neapolitan-style pizza; and to top it off, classic Chicago deep-dish pizza at Pizano's Pizza and Pasta. The best part, in between stops, have some fun with the onboard karaoke machine. Who's singing some Foreigner? Note: You must be 21 years old to attend the tour.
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    Pizza & Beer Tour

    27 N Upper Wacker Dr, Chicago

    • Embark on a food adventure as you visit four local pizzerias, try famous Chicago pizza, and relax over cold beer or fine wine
    • Relax and mingle with locals as you enjoy some famous slices
    • Enjoy a ride on a mini-coach bus, while using the onboard karaoke machine
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    13 positive reviews
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    Segway Tour (3 hours)

    (54)
    Hop on one of Chicago's most innovative tours, gliding around the Windy City on your very own Segway. You'll ride this self-balancing transportation device from the peninsula through Museum Campus to the Shedd Aquarium, and the Field Museum. Then, you'll cruise along Lakeshore Drive at the edge of Lake Michigan all the way to Millennium Park at the foot of famous Michigan Avenue. On this tour, you'll also see Navy Pier, the Lincoln statue, and Buckingham Fountain. As you cruise along Lake Michigan, receive a great orientation, interesting historical and current-day information, heaps of unique and fascinating stories, ideal photo ops, and superb service from your guide. How much better, and futuristic, can this get?
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    Segway Tour (3 hours)

    910 S Michigan Ave, Chicago

    • Glide through the Windy City on your very own Segway
    • Cruise through Museum Campus to Shedd Aquarium, and then along Lake Shore Drive, at the edge of Lake Michigan, to Millennium Park
    • Enjoy an informative, historical and current-day tour of Chicago
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    54 positive reviews
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    Chicago Segway Art & Architectural Tour

    (1)
    See Chicago's landmark architecture, outdoor sculptures and famous skyline by Segway! Before your tour begins, you'll have a 15-minute orientation to get familiar with the Segway. Then you're off gliding through beautiful Grant Park where you will pass by Buckingham Fountain, Lincoln Statue and the Museum Campus. Glide around Millennium Park, where you'll see the work of world-renowned architects, planners, artists and designers. Continue along Michigan Avenue home of the Chicago Water Tower, the Art Institute of Chicago, and the Magnificent Mile. This two-hour, family-friendly guided tour is both an exciting and educational way to explore Chicago.
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    Chicago Segway Art & Architectural Tour

    238 East Monroe St, Chicago

    • Discover Chicago's landmark architecture, outdoor sculptures, and famous skyline on this two-hour Segway tour
    • Glide through Grant Park, Millenium Park, and along Michigan Avenue, learning about the world-renowned architects, planners, artists, and designers
    • Explore Chicago on this family-friendly educational excursion
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    1 positive reviews
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    Segway Tour (2 hours)

    (54)
    Hop on one of Chicago's most innovative tours, gliding around the Windy City on your very own Segway. You'll ride this self-balancing transportation device from the peninsula through Museum Campus to the Shedd Aquarium, and the Field Museum. Then, you'll cruise along Lakeshore Drive at the edge of Lake Michigan all the way to Millennium Park at the foot of famous Michigan Avenue. On this tour, you'll also see Navy Pier, the Lincoln statue, and Buckingham Fountain. As you cruise along Lake Michigan, receive a great orientation, interesting historical and current-day information, heaps of unique and fascinating stories, ideal photo ops, and superb service from your guide. How much better, and futuristic, can this get?
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    Segway Tour (2 hours)

    910 S Michigan Ave, Chicago

    • Glide through the Windy City on your very own Segway
    • Cruise through Museum Campus to Shedd Aquarium, and then along Lake Shore Drive, at the edge of Lake Michigan, to Millennium Park
    • Enjoy an informative, historical and current-day tour of Chicago
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    54 positive reviews
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    Amazing Local Flavors of Chicago Food Tour

    (9)
    Pig out, chow down, or buy yourself a first-class ticket to Nom Nom Town -- however you want to phrase it, there's no doubt about it: You're gonna be eating well during this one. The Amazing Local Flavors Tour combines the beauty and history of Chicago's Gold Coast, with fabulous unique local eats along the Magnificent Mile. You'll stop for 5-6 different food tastings. Potential stops could be at Pizano's Pizza, Drake Hotel, L'Appetito, Downtown Dogs, Billy Goat Tavern Grill, and Fanny Mae. Make sure you come hungry!
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    Amazing Local Flavors of Chicago Food Tour

    864 N State St, Chicago

    • Tour Chicago's Gold Coast and Magnificent Mile, stopping at delicious local eateries along the way
    • Learn about the culture and history of the neighborhoods you pass through
    • Stop at Pizano's Pizza for a deep dish slice, or Billy Goat Tavern Grill for one of their famous cheeseburgers
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    9 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?
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    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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    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!
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    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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    North Side Tour with Cruise

    (26)
    The Wrigley Building, the Magnificent Mile, and Michigan Avenue are just a few of Chicago's North Side hotspots. Venture to and experience the vitality and excitement of Chicago on this sightseeing tour! This is the famous "Loop" you expect to see when you're in the Windy City. Here, you'll take a narrated coach through the city, seeing Richard J. Daley Plaza, which houses the infamous Picasso sculpture, and a double-decked street. If that's not enough for you, you'll hit up Lincoln Park, visiting the lush greenery, lagoons, and flowers right inside this bustling city. Then, experience Chicago from the unique viewpoint of the Chicago River. This tour showcases the glitz and glamour of Chicago.
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    North Side Tour with Cruise

    17 E Monroe St, Chicago

    • Tour Chicago's North Side, experiencing the vitality and excitement of the Windy City
    • Enjoy a narrated coach, learning the history and culture of the city while passing by the Wrigley Building, the Magnificent Mile, and Michigan Avenue
    • See Chicago from a new perspective as you enjoy a cruise on the Chicago River and Lake Michigan
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    26 positive reviews
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    Chicago's North Side Tour

    (26)
    The Wrigley Building, the Magnificent Mile, and Michigan Avenue are just a few of Chicago's North Side hotspots. Venture to and experience the vitality and excitement of the Windy City on this sightseeing tour! This is the famous "Loop" you expect to see when you're in the city. Here, you'll take a narrated coach through the city, seeing Richard J. Daley Plaza, which houses the infamous Picasso sculpture, and a double-decked street. If that's not enough for you, encounter Lincoln Park, visiting the lush greenery, lagoons, and flowers right inside this bustling city. This tour showcases the glitz and glamour of Chicago -- experience it for yourself!
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    Chicago's North Side Tour

    17 E Monroe St, Chicago

    • Tour Chicago's North Side, experiencing the vitality and excitement of the Windy City
    • See the Wrigley Building, the Magnificent Mile, and Michigan Avenue
    • Enjoy a narrated coach as your learn about the history and culture behind these iconic Chicago structures
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    26 positive reviews
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    Best of Chicago Tour with Pizza

    (26)
    What are Chicago's greatest hits? And, no, this isn't referencing the Cubs... Get to know the Windy City on this city sightseeing tour with visits to some of its most interesting neighborhoods -- Gold Coast, Lincoln Park, Wrigleyville -- where you'll learn about the city's unique culture and rich history. This comprehensive tour also takes you to the most important and popular attractions in the city, including Grant Park, with its much desired location on Lake Michigan, Adler Planetarium, with it's great view of the city, and Willis Tower, one of Chicago's most famous skyscrapers! And last but not least, no tour of Chicago is complete without a bite of the city's infamous and most delicious deep-dish pizza. Bring your thirst for knowledge and hearty appetite because it'll all be quenched.
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    Best of Chicago Tour with Pizza

    17 E Monroe St, Chicago

    • Visit some of Chicago's most interesting neighborhoods where you'll learn the unique culture and rich history
    • Enjoy Chicago's most important and popular attractions on this comprehensive tour such as Grant Park, Adler Planetarium, and Willis Tower
    • Devour a delicious deep-dish pizza
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    26 positive reviews
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    Chicago South Side Tour

    (26)
    What's up South Side? There's Grant Park, the Adler Planetarium, and Orchestra Hall. Oh, and the Art Institute of Chicago also makes an appearance. Upgrade your knowledge of Chicago by exploring the South Side. Here, you'll discover the best of Chicago and tour the city's South Shore! Travel by comfortable, air-conditioned coach through the beautiful Jackson Park where the Columbian Exposition of 1893 was held. Pass through the University of Chicago, with its elegant English-style architecture, and drive by the Museum of Science and Industry, a tribute to man's ingenuity and inventiveness. Soak in the picturesque lakefront views, admire the bridges, and see the famous Chicago Locks. Enjoy the beauty of this fine city.
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    Chicago South Side Tour

    17 E Monroe St, Chicago

    • Tour Chicago's South Side, venturing through its diverse and scenic neighborhoods
    • Sightsee at Jackson Park, Adler Planetarium, Orchestra Hall, and lakefront views
    • Enjoy a narrated coach as you learn about the unique history and culture of the South Side
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    26 positive reviews
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    South Side Tour with River Cruise

    (26)
    What's up South Side? There's Grant Park, the Adler Planetarium, and Orchestra Hall. Oh, and the Art Institute of Chicago also makes an appearance. Upgrade your knowledge of Chicago by hitting up the South Side. Here, you'll discover the best of Chicago and tour the city's South Shore! Travel by comfortable, air-conditioned coach through the beautiful Jackson Park where the Columbian Exposition of 1893 was held. Pass through the University of Chicago, with its elegant English-style architecture, and drive by the Museum of Science and Industry, a tribute to man's ingenuity and inventiveness. Soak in the picturesque lakefront views, admire the bridges, and see the famous Chicago Locks. Enjoy the beauty of this fine city.
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    South Side Tour with River Cruise

    17 E Monroe St, Chicago

    • Tour Chicago's South Side, venturing through its diverse and scenic neighborhoods
    • Enjoy a narrated coach, learning the history and culture of the South Side, while passing Jackson Park, Adler Planetarium, and Orchestra Hall
    • See Chicago from a new perspective as you enjoy a cruise on the Chicago River and Lake Michigan
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    26 positive reviews

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