Water Tours

(18 activities)
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    Fireworks Paddle

    (28)
    Blow up your previous notions of a fun with an urban escapade for the ages! You'll have the best seats in the city to watch the Navy Pier fireworks show. That's because you'll be sitting in a kayak directly below as blasts of color light up the tranquil waters around you! But half the fun is in getting there and back, as this kayaking escape takes you down the Chicago River at night, with the lights of the buildings rising high on either side. All told, you'll venture six miles on the water, making for a nighttime row you can savor. While some athletic ability is recommended, all skill levels are welcome on this voyage, whether you've ever stepped foot into a kayak or not. Let the thrill of the night ignite your imagination, and add a little spark to your life!
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    Fireworks Paddle

    1220 W LeMoyne Ave, Chicago

    • Enjoy a nighttime kayaking adventure below the glittering city via the Chicago River
    • Park your kayak off of Navy Pier and take in a thrilling fireworks show
    • Let a certified instructor show you the ropes during a safe row
    • Feel the adrenaline of adventure consume your senses and fuel your sense of wonder
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    28 positive reviews
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    Wateriders Classic Chicago Kayak Tour

    (4)
    Embark on a river expedition into the heart of one of the nation's great wild frontiers: Chicago. During this urban tour, you'll take to the waters of the Chicago River for an invigorating and unique kayaking experience. Wateriders' tour guides are knowledgeable adventurists, able to show you the ropes if you're a first timer, and full of information about the eclectic downtown architecture that'll be looming on either side of you during the course of the trip. Sights of interest include numerous famous skyscrapers - and bridges that you'll pass directly under. Whether you're a Chicago newcomer looking to get a unique look a the city, or a resident looking for a fun outdoor adventure without having to leave town, you'll find something to embrace on this urban tour. Discover an intimate perspective of the city that no other type of tour can offer...and observe Chicagoans in their natural habitat.
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    Wateriders Classic Chicago Kayak Tour

    500 N Kingsbury St, Chicago

    • Enjoy a guided tour along the Chicago River through heart of downtown
    • Learn about some of the history and urban legends surrounding local landmarks
    • Get some light physical exercise while feeding your need for adventure
    • Indulge your sense of adventure without having to leave Chicago
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    4 positive reviews
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    Sunset Kayak, Dinner, Beer & Bonfire

    Dial up the summertime splendor with a package adventure! You'll begin your evening with a sunset kayak tour down the Chicago River. Paddle in the shadow of the breathtaking Chicago skyline after a short safety brief from the pros. As the sun makes its colorful descent, your guide will let you in on the history of the city's architectural wonders. Once you've worked up an appetite, you'll return to Kayak Chicago and devour gourmet burgers with a hearty side of mac and cheese, courtesy of The Slide Room food truck! You'd best leave room for dessert because you'll conclude your evening with a classic bonfire treat -- s'mores! Throw back a craft beer while you're at it to enhance the fun. This is the adventure you've been waiting for all summer!
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    Sunset Kayak, Dinner, Beer & Bonfire

    1501 N Magnolia Ave, Chicago

    • Embark on a 2-hour sunset kayak tour down the Chicago River, followed by a burger cookout, some delicious craft beer, a bonfire, and s'mores
    • Paddle in the shadow of the Chicago skyline after a short safety brief from professional instructors
    • Devour 2 gourmet sliders with a side of creamy mac and cheese for a filling dinner
    • Indulge in the most perfect summertime evening
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    Fireworks Paddle! / Navy Pier Fireworks Chicago Kayak Tour

    (4)
    Ready yourself for some explosive fun! This kayaking tour sets off about two miles away from Chicago's Navy Pier, and features a relaxed nighttime paddle that will leave you dazzled ... Particularly when you reach your destination just in time to take in a thunderous fireworks display! You'll be in prime position to take in the show as it lights up the water around you. Afterwards, you'll paddle back along the Chicago River to your starting destination, enjoying the nighttime luminescence of the Chicago's towering architecture on either side. Whether you're a novice who's never set foot in a kayak or an experienced river romper, you'll be touched by the poetic beauty of this introspective journey. Just remember to stow your paddle safely if you're going to clap for the fireworks - it's a long trip back if you have to swim!
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    Fireworks Paddle! / Navy Pier Fireworks Chicago Kayak Tour

    500 N Kingsbury St, Chicago

    • Embark on an evening kayaking adventure through the heart of Downtown Chicago
    • Arrive at Navy Pier just in time to be in prime position to catch a dazzling fireworks show
    • Get some light physical exercise while feeding your need for adventure
    • Indulge your sense of adventure without having to leave Chicago
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    4 positive reviews
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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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    Lake Paddling (North Avenue Beach)

    (8)
    Chicago life has its conveniences. Deep dish pizza, for one. But let's face it: concrete gets tiresome. So how about leaving the city behind for a spell during this kayak paddle along the shore of the Lake! You'll start off the trip with an introduction to the basics of paddling, so even if you have zero experience manning a kayak, you'll be able to take part in this rousing open-water exploration. Out on the Lake, you'll be treated to perfect views of the urban skyline, attaining an appreciation for its immense scope. In addition to this eye-opening perspective, you'll be getting a light upper body workout, and introducing yourself to what very well might be a lifelong hobby! Besides, doesn't absence makes the heart grow fonder? That's gonna be some really delicious pizza when you get back!
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    Lake Paddling (North Avenue Beach)

    1600 N Lake Shore Dr, Chicago

    • Escape the city and embark on an open water kayak exploration of Lake Michigan
    • Enjoy water-level views of Chicago from afar that will alter your perspective of the city
    • Let a certified instructor show you the ropes during a safe row
    • Allow an energizing adventure to consume your senses and fuel your sense of wonder
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    8 positive reviews
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    Shady Chicago: Ghosts and Gangsters of Hustlertown (PG13)

    (4)
    Get ready to wet yourself...Not because you'll be falling into the Chicago River (hopefully) during this kayaking adventure, but because of the terrifying tales that you'll hear along the way. This evening excursion will have you paddling through downtown, where on either side of you dark buildings and notorious legends loom large. Get a unique perspective at the urban environment that crafted by the likes of Johnny Torrio, Jim Colosimo, and Al Capone. You'll also learn about many of the reportedly haunted spots along the way - relics of the city's bloody past. Whether you're first time kayaker, or have some experience, you'll be in good hands thanks to the trained and experienced adventurist that'll serve as your guide. However, if a semi-transparent Al Capone pokes his head out of the water ... paddle faster.
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    Shady Chicago: Ghosts and Gangsters of Hustlertown (PG13)

    500 N Kingsbury St, Chicago

    • Embark on an evening kayaking adventure through the heart of Downtown Chicago
    • Learn about the city's mob-filled past and several supposedly haunted sites along the river
    • Get some light physical exercise while feeding your need for adventure
    • Indulge your sense of adventure without having to leave Chicago
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    4 positive reviews
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    Sunset Kayaking Tour

    (5)
    Is there anything more breathtaking than witnessing a sunset over the prettiest city on Earth? This kayak tour lets you take in the sunset from the best vantage point possible -- just remember to breathe. Here, you'll enjoy Chicago at this special time of day, watching the cityscape transform from sunlit urbania to moonlit marvel. Watch as the sunset reflects off the water and downtown skyscrapers. This tour's the absolute definition of indescribable beauty. You just have to see it for yourself.
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    Sunset Kayaking Tour

    4318 N Elston Ave, Chicago

    • Witness a Chicago sunset while paddling through the cityscape via kayak
    • Watch the sunset reflect off the water and downtown skyscrapers
    • Enjoy this unique view of the city
    • No experience necessary
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    4 positive reviews

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