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Here are your 191 search results for Tours, Attractions & Activities in Chicago, United States

Sin and Suds Beer Tour in the Loop and South Loop

Sin and Suds Beer Tour in the Loop and South Loop - Chicago, Illinois
Star Rating

Duration: 3 hours
Location: Chicago, Illinois

From USD
$62.00

Explore Chicago's Loop and South Loop neighborhoods located right downtown. You'll visit renowned neighborhood establishments, sample delicious beer, and learn how well beer pairs with Chicago’s vice history - including gambling, saloons, crime bosses like Al Capone, and other nefarious activities in the 1800s and 1900s!

On this tour you will learn the basics of Chicago’s vice history, all the way from the city’s first vice district, the “Sands,” to the infamous levy district and the associated debauchery, to Capone and the mob ... More info ›

Explore Chicago's Loop and South Loop neighborhoods located right downtown. You'll visit renowned neighborhood establishments, sample delicious beer, and learn how well beer pairs with Chicago’s vice history - including gambling, saloons, crime bosses like Al Capone, and other nefarious activities in the 1800s and 1900s!

On this tour you will learn the basics of Chicago’s vice history, all the way from the city’s first vice district, the “Sands,” to the infamous levy district and the associated debauchery, to Capone and the mob. Explore the basics of different beer styles and beer’s influence on criminal enterprises, especially during Prohibition.

We take great pride in visiting locally-owned establishments. These places not only provide friendly service, but they also have character and  are unique places that add to the neighborhoods.

First, we will visit an old Chicago bar and restaurant where Capone himself was known to hang out. Next, we will make a stop at one of the oldest bars in the city, started by a one of the many German immigrants that moved to Chicago, still holding liquor license No. 1 after Prohibition. After, we will stop by a blues club that was started by Buddy Guy, one of the ultimate legends in the business, and finally,  visit a new microbrewery that pays homage to Chicago’s vice past.

As you can see, there is a lot that is offered on this tour – you’ll learn about Chicago history, primarily as it relates to vice – and you’ll be surprised by how many incredible stories we share. You’ll taste delicious beer from visiting unique, local establishments, with great variety on both. You’ll also walk and get a feel for these interesting neighborhoods – the Loop and South Loop are some of the oldest neighborhoods in the city, and we have no doubt that you’ll want to explore the area even more.

Combining it all together with great people, including you, and it makes for an unforgettable experience. In short, our tour is a really unique experience that is fun and memorable.

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Chicago River Walk Tours

Chicago River Walk Tours - Chicago, Illinois
Star Rating

Duration: 90 minutes
Location: Chicago, Illinois

From USD
$20.00

The recently expanded River Walk is Chicago's newest hot spot and beautiful pedestrian walkway that follows the Chicago River as it flows through downtown.  It is one of the best ways to discover the Windy City ... More info ›

The recently expanded River Walk is Chicago's newest hot spot and beautiful pedestrian walkway that follows the Chicago River as it flows through downtown.  It is one of the best ways to discover the Windy City. On this 90-minute walking tour plus boat ride, guests hear riveting tales about the "Second City" and what makes Chicago truly unique. To keep things exciting, a 15-minute water taxi trip and ongoing trivia challenges will make this a walking tour one to remember!

Completed in October, 2016, the Chicago River Walk is one of the Windy City’s most exciting new additions. On this 90-minute walking tour plus 15 minute boat ride, held every day of the week at 2:00pm, you’ll have the chance see the best of this scenic, riverside walkway, from its stylish new restaurants to its pretty green spaces and other relaxed attractions. As you go, learn about Chicago’s unique history, encounter its iconic skyscrapers and other architectural highlights, and even take a break in the form of a water taxi ride.

The tour begins at 2:00pm sharp at Peet's Coffee & Tea - Wrigley Building Plaza - across from Walgreen's - 400 North Michigan Avenue. After a short boat ride, guests will be told riveting stories about Chicago’s history, architecture, and place in popular culture. After a brief introduction, your guide will immerse you a riveting tale of the city's greatest tragedy in terms of lives lost - S.S. Eastland Disaster.

Guests will view architectural gems, ranging from the Marina City towers and Lyric Opera House to the Mather Tower and River Point, and hear more fascinating episodes from Chicago’s history. As you wander, you’ll also have the chance to play some entertaining trivia games — pay attention, as multiple prizes are awarded throughout the tour.

The tour concludes at the River Theater on the River Walk - Clark & Wacker Street Intersection.

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Private Chicago Highlights Driving Tour

Private Chicago Highlights Driving Tour - Chicago, Illinois
Star Rating

Duration: 3 hours
Location: Chicago, Illinois

From USD
$99.00

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 ... More info ›

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.

At 9am, you’ll find a private vehicle awaiting you right outside your downtown Chicago accommodation. Step inside, and you’ll be whisked away on a 3-hour sightseeing tour. Relax in the comfort of the vehicle while seeing for yourself what’s made Chicago famous around the world, from its soaring skyscrapers to its Lake Michigan views.

Groups of between three and 12 passengers are catered for on this tour and, depending on your group size, you’ll be transported in a comfortable, climate-controlled minivan or minibus. This family-friendly tour is available in Portuguese, English, or Spanish, and provides a perfect overview of the Windy City for passengers of all ages.

As part of your foray around town, see destinations ranging from Magnificent Mile (a particularly upscale segment of Michigan Avenue), the River North district, the Gold Coast, the Loop (and its famous skyscrapers), and more. You’ll have plenty of opportunities to stop for photographs, though be advised that the driver will not escort you onto any monuments, as the tour schedule is designed to ensure you see as much of the city as possible.

At the conclusion of your 3-hour adventure, you’ll be dropped off directly at your Chicago accommodation.

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Chicago's Best History and Riverwalk Tour

Chicago's Best History and Riverwalk Tour - Chicago, Illinois
Star Rating

Duration: 2 hours 30 minutes
Location: Chicago, Illinois

From USD
$25.00

On this fun and fascinating walking tour, learn about how Chicago grew from swampland bordering Lake Michigan into the thriving metropolis that it is today. Over the course of two and a half hours, your guide will tell you gripping tales of Chicago history, supplemented by dozens of archival photos ... More info ›

On this fun and fascinating walking tour, learn about how Chicago grew from swampland bordering Lake Michigan into the thriving metropolis that it is today. Over the course of two and a half hours, your guide will tell you gripping tales of Chicago history, supplemented by dozens of archival photos. As you wander, you can also count on seeing many of the Windy City’s most famous landmarks, from its just-completed Riverwalk to its soaring skyscrapers.  Tour includes short boat ride and trivia challenge!

Meet your guide at 1pm at the Wrigley Building Plaza, pick up a beverage from Peet’s Coffee & Tea, and listen as they introduce you to Chicago: a city that, in the space of only 200-odd years, grew from a swampy backwater into one of the world’s alpha cities. As part of the tour, you’ll be provided with a keepsake view book full of archival photos that will help bring Chicago’s rich history to life.

As you walk through the city on this 2.5-hour tour, your guide will share all kinds of fascinating Windy City tales, and will point out a number of famous landmarks. After a stroll across the city’s famous Michigan Avenue Bridge (recently renamed the DuSable Bridge), you’ll have the chance to meander down the Riverwalk, the city’s newly completed pedestrian walkway that hugs the Chicago River.

Admire the riverside sights, and learn about everything from Chicago’s early settlers to the Fort Dearborn Massacre of 1848, from the Great Chicago Fire to the 1893 World’s Fair. Your guide will also host trivia games — with prizes — to keep you entertained as you meander.

Finally, after an exciting walk along the river, hop into a water taxi and speed back towards your starting location at the Wrigley Building Plaza. All visitors are supplied with headsets to best hear the guide, and a restroom and refreshment intermission is also included in the tour itinerary.

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Booking.com

Chicago Prohibition Tour

Chicago Prohibition Tour - Chicago, Illinois
Star Rating

Duration: 3 hours 30 minutes
Location: Chicago, Illinois

From USD
$45.00

Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why the sale of alcohol was banned for more than a decade in the United States, and the subsequent popularity of illicit establishments where liquor, jazz, and mobsters ruled ... More info ›

Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why the sale of alcohol was banned for more than a decade in the United States, and the subsequent popularity of illicit establishments where liquor, jazz, and mobsters ruled. An air-conditioned coach shuffles you from bar to bar, so feel free to buy a drink or two. This small-group tour, limited to 20 people, ensures a more customized experience with your guide.

Meet your guide at the Green Door Tavern to start the 3.5-hour journey to four historic Chicago speakeasies used during Prohibition that still operate today. Bring your government-issued ID, money to purchase drinks, and a camera for photo ops.

Travel by comfortable air-conditioned coach between stops, and learn about the 1920s cocktails typically found in each establishment. If you like what you see and hear, purchase signature drinks to taste for yourself. As you sip craft cocktails made by expert bartenders, your enthusiastic and knowledgeable guide explains the key players of Prohibition. Hear stories about the lawmakers and the lawbreakers, including Al Capone and other famous Chicago gangsters who became powerful during the dry years of Prohibition.

Each former speakeasy that you visit has a different character. Stops include a downtown tavern built in 1872 that is decorated with antiques and Americana collectibles that give it an old-school Chicago vibe. Then pull up a stool at a cocktail lounge in Wicker Park where great blues music pumps from an old jukebox. You'll also enjoy a neighborhood bar that claims to be the oldest and longest-running tavern in the Old Town district. Wrap up at a downtown restaurant rumored to be a favorite hangout of Al Capone where historic newspapers, photographs, and posters line the walls of the bar.

Your tour ends downtown in the Chicago Loop.

Less info

Chicago Riverwalk Parks and Architecture Segway Tour

Chicago Riverwalk Parks and Architecture Segway Tour - Chicago, Illinois
Star Rating

Duration: 2 hours
Location: Chicago, Illinois

From USD
$70.85

Experience a unique cruise along the Riverwalk on this fabulous Chicago Architecture Segway Tour. Enjoy Chicago’s iconic bridges, parks, and skyscrapers ... More info ›

Experience a unique cruise along the Riverwalk on this fabulous Chicago Architecture Segway Tour. Enjoy Chicago’s iconic bridges, parks, and skyscrapers. View “The Bean” as we roll around Millennium Park and historic Michigan Avenue. We top off this morning tour with a stop at Buckingham Fountain to see the water display and incredible views of Navy Pier, Chicago’s lakefront, and the skyline. Why walk or float when you can Glide?

There is nothing like seeing the city on a Chicago Segway tour. With our exceptional guides, you will get an amazing overview of the Windy City's sights and sounds. You get up close to all of the attractions and cover a whopping 7 miles round trip. Segways are intuitive and easy to ride--you just have to be able to stand up for the duration of the tour. We only glide with a maximum of 8 people per tour guide, so you are guaranteed to have personalized and fun adventure in the Second City that is second to none.

We ask guests to arrive 15 minutes prior to the tour's scheduled departure time to check in and fill out waivers. All guests will be fitted with helmets. The tour begins at the departure time with a comprehensive one on one training with the tour guide. Training ensures that even the most nervous guest feels comfortable for the duration of the tour.

Once training is complete, your friendly and knowledgeable tour guide will lead you through the park to see some of the most amazing sights Chicago has to offer. We will see Millenium Park and "The Bean." Afterwards, we make our way over to the Chicago River and glide up the river walk taking in the amazing views of Chicago's historic skyscrapers. You'll also see Navy Pier as we take a ride along Chicago's Lakefront. Your tour guide will share insights and fun facts as you glide on this fun Chicago Segway ride. There will be plenty of opportunities for photos with the picturesque skyline as your back drop.

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