Things to do in Chicago Tomorrow

(15 activities)
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    Drunk Shakespeare - Mezzanine

    (11)
    Performing a full Shakespeare play is hard. Performing a Shakespeare play while wasted is just as hard, however, so much more entertaining! Sit back and watch as 1 person from this talented team of actors take at least 5 shots of whiskey, then try to act out, let alone remember, one of The Bard's master works. The result is exciting, hilarious, passionate, and totally unpredictable. Like Macbeth said, Drink, sir, is a great provoker -- and provoke they will! Prepare to be wildly entertained by professional drinkers with a serious Shakespeare problem.
    Drunk Shakespeare - Mezzanine

    182 N Wabash Ave, Chicago

    • Experience the intoxicating thrill of live theater with Drunk Shakespeare
    • Watch actors take several shots and then try to perform a Shakespeare play
    • Laugh at liquor-inspired interpretations of classic characters
    • Indulge in libations of your own as you watch the performance inside a hidden Speakeasy
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    11 positive reviews
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    Architectural Tour

    (31)
    Part adventure, part history lesson. If only school had been this fun! This tour will have you paddling through the heart of Chicago as you take on the urban canyon that is the downtown Chicago River. Along the way, your guide will fill you in on the history of the area, pointing out architectural points of interest and other oddities that will make this journey almost as intellectually satisfying as it is visually riveting. All told, you'll spend several leisurely hours on the water, getting a light upper body workout that will leave you feeling rejuvenated and limber. Whether you've never kayaked before or you're an experienced pro, you'll love this intimate introduction to the city's history.
    Architectural Tour

    1220 W LeMoyne Ave, Chicago

    • Kayak across the city on the Chicago River during this energizing adventure tour
    • Learn about the history and architecture of Chicago as you paddle by several famous sites
    • Let a certified instructor show you the ropes during a safe row
    • Feel adrenaline of adventure consume your senses and fuel your sense of wonder
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    31 positive reviews
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    Mini Bus Tour

    (6)
    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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    Brewery Tours

    (34)
    The resurgence of craft beer is now! Your Prohibition-Era expert will guide you on an all-inclusive adventure to taste samples at three breweries and tour one brewing production facility. Enjoy the distinctive qualities of Chicago craft brewing, while reveling in the artistic triumphs of this charming and historic city. This full-bodied voyage will indeed leave your palette pleased! Did you know Chicago's first mayor owned a Brewery? -- As you are driven from brewery to brewery, learn the history of Chicago's beer industry and how it traces its origins back to the 1800's. Your guide will provide educational and entertaining insights about Chicago politics in connection with breweries and the effect that Prohibition had on the city. 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 and start your one-of-a-kind Chicago Brewery Tour. Each brewery has its own unique qualities. Stop by large and small facilities so you can get a sense of what it was like to walk into a brewery before Prohibition. You'll receive samples of craft beer at each of the three breweries and tour one of the production facilities. At the production facility, you'll learn the step-by-step procedures of brewing and the science behind the process. Enjoy approximately 45-55 ounces of different flavors of craft beer throughout the tour. So, Carpe Diem -- loosely translated, it means 'grab a beer' in Latin!
    Brewery Tours

    River North, Chicago

    • Enjoy a tour and tastings at three craft breweries in Chicago
    • Taste the distinctive qualities of the city's craft brews
    • Learn about history and the brewing process from a Prohibition-era expert
    • Drink 45-55 ounces of delicious craft beer with your friends
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    34 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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    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

    700 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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    Extreme Tandem Skydiving (18,000 feet)

    (28)
    Act on your bucket list and go skydiving. Seriously, the opportunity's directly in front of you! Whether your goal is to become a certified skydiver or simply overcome a fear of heights, you can arrive and dive at Chicagoland Skydiving Center. Upon arrival, you'll be greeted with a brief orientation before taking to the skies. From there, you'll aboard an aircraft to 9,000 feet and free fall for approximately one minute on a tandem skydive. Falling. Falling. Pull the parachute and float to safety. Get your knees in the breeze and experience the ultimate thrill of skydiving!
    Extreme Tandem Skydiving (18,000 feet)

    1207 W Gurler Rd, Rochelle

    • Free fall from 18,000 feet in the air with a licensed and experienced instructor
    • Learn the fundamentals of skydiving, safety, and preparing for landing
    • Experience the knees in the breeze of this ultimate thrill
    • Optional video and multimedia packages are available to share your experience
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    28 positive reviews
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    Amazing Lakefront Segway Tour

    (9)
    Two wheels are the best way to see the Chicago waterfront. But biking? Nah, forget biking. Use a Segway, dude! Meet your guide at a centralized meeting point, and, after a brief safety instruction, ride through Chicago's lakefront neighborhood. Glide through festive Grant Park to glamorous Buckingham Fountain, soaking in spectacular views of the Chicago skyline. You'll also pass Millennium Park, the Museum Campus, Soldier Field, the Shedd Aquarium, the Field Museum, and the Adler Planetarium. Now THAT'S a tour.
    Amazing Lakefront Segway Tour

    239 E Randolph St, Chicago

    • Drive around Chicago's fabulous lakefront on a Segway
    • Glide through festive Grant Park, passing Buckingham Fountain
    • Check out Soldier Field, the Shedd Aquarium, the Field Museum, and Adler Planetarium
    • Learn about the culture and history of this incredible city
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    9 positive reviews
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    Tiki Pontoon

    (6)
    Chicago TikiBoat's Tiki Pontoon is the premiere party boat of the Chicagoland Area, and they want to take you out on Lake Michigan for some fun! The Tiki Pontoon is the original Chicago TikiBoat. It comes equipped with a sundeck, Bluetooth enabled stereo, complimentary grill with 3 bags of fuel, and even a waterslide! And of course, you'll also be provided with a cooler and ice for all the booze you'll bring to keep the party going. As if all that weren't enough, you'll also get to see some fantastic, unforgettable views of the famous Chicago Skyline, and even choose where you want to boat to end up. So what are you waiting for? Get out there and cut loose!
    Tiki Pontoon

    400 E Monrore St, Chicago

    • Head out to Lake Michigan on one of Chicago's premier party boats
    • Enjoy a fun ride in the sun and some incredible views of Chicago's skyline
    • Check out the sun deck, Bluetooth enabled stereo system, and waterslide
    • Party in style with all of your closest friends
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    6 positive reviews
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    Interiors of the Loop Tour

    You've never seen Chicago like this before. Inside Chicago Walking Tours has scoured this buzzing business district and carefully selected a handful of must-see hidden treasures, just for you! On this walking tour, you'll be amazed at the magnificence beyond the facade. All those buildings you pass by when you're rushing through downtown Chicago -- have you ever thought about what's behind those doors? An entire world exists that people rarely think about, let alone have a chance to see. Inside Chicago Walking Tours has scoured the city's buzzing business district and carefully selected a handful of must-see treasure that are usually hidden behind closed doors! On this walking tour, you'll be amazed at the magnificence beyond the facades. Your knowledgeable, trusty tour guide will lead you away from the hustle and bustle of downtown Chicago for a beautiful adventure through the most stunning interior spaces you'll ever see! Sites include rooms full of colorful stained glass mosaics, art deco lobbies straight out of the roaring 20s, 80-foot ceilings covered in real gold, and much more! So what're you waiting for? Let Inside Chicago Walking Tours show you this "second side" of the Second City!
    Interiors of the Loop Tour

    425 S. Financial Place, Chicago

    • Experience an enchanting world that lies behind the doors of many buildings that most people unknowingly pass by every day
    • Allow your friendly, knowledgeable guide to show you the best of Chicago's interiors during this 1-and-a-half-hour tour
    • See art deco lobbies that look straight out of the roaring 20's, chandeliers imported from France, and more!
    • Take a break from the hustle and bustle of downtown Chicago to go on a beautiful adventure
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