Water Tours

(19 activities)
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    Architectural Tour

    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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    5 positive reviews
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    Night Kayak Tour

    The city lights are gorgeous at night and the time is always perfect for an evening paddle... except for maybe in the dead of winter. So why haven’t you properly experienced it? The tour begins at dusk, and at that point, you’ll paddle down the Chicago River to enjoy the city lights reflecting in the river and off the buildings. Gaze into the eyes of the Sears Tower. See the sparkling lights of Navy Pier. Now’s the time to embrace just how beautiful this Midwest masterpiece of a city is. With lights on your boat, it’s time to explore the city at night!
    Night Kayak Tour

    1220 W Le Moyne St, Chicago

    • Paddle down the Chicago River under the stars
    • Enjoy the city lights reflected in the river
    • Witness the true beauty of the spectacular city with this unique adventure
    • No experience necessary
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    Sunset Paddle

    If you seek a titillating twilight tour, look no further. This kayaking journey will give you a whole new perspective of city of Chicago. You’ll be making your way along the Chicago River, surrounded on all sides by reflections of gold as the sun drops below the horizon. You’ll paddle for six miles with a licensed guide who will point out some of the unique sites as you pass by, offering up nuggets of architectural fact and history. Whether you have years of experience kayaking, or are picking up the paddle for the first time, you’ll find plenty to enjoy during this adventure. That is, if you’re not too busy being titillated by the views.
    Sunset Paddle

    1220 W LeMoyne Ave, Chicago

    • Kayak across the city on the Chicago River during this energizing twilight 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 the adrenaline of adventure consume your senses and fuel your sense of wonder
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    5 positive reviews
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    Sunset Kayaking Tour

    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.
    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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    3 positive reviews
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    Classic Lake Tours

    What’s the one thing everyone must do in Chicago? Besides eating pizza, you need to see that breathtaking skyline! Traveling along the great Lake Michigan on a cruise vessel, learn about Chicago’s colorful history and famous landmarks. You'll enjoy the panorama of Chicago’s famous skyline, showcasing all the notable skyscrapers, such as the John Hancock, Trump Tower, and Willis Tower. As you progress down the lake, bare witness to the scenic downtown areas like Gold Coast and Buckingham Fountain. For those of you looking for a quick trip that makes the ultimate punch, there’s nothing better than heading out on the lake and seeing that irresistible skyline.
    Classic Lake Tours

    600 E Grand Ave, Chicago

    • Take in the breathtaking views of Chicago’s skyline from the calm tides of Lake Michigan
    • Photograph the towering buildings like the John Hancock, Trump Tower, and Willis Tower
    • Travel down Lake Michigan, along the city front, and see bustling downtown areas like Gold Coast and Buckingham Fountain
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    18 positive reviews
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    Lake Paddling (North Avenue Beach)

    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!
    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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    City Lights Paddle

    This nighttime adventure is so riveting you’re basically guaranteed to wet yourself. Hop into a kayaking and explore the Chicago River during a guided tour in which you over six miles of water. As you row, you’ll be mesmerized by the lights of Chicago at night rising high on either side of you and reflecting off of the water all around you. Your guide will point out some of the historical sights along the way, but this ride is more about letting the thrill of an evening excursion take over your imagination and fuel your sense of awe. Whether you’ve got some experience paddling or a you’re a complete novice, you’ll appreciate this intimate perspective of the urban landscape. Quench your thirst for fun with journey through the heart of Chicago.
    City Lights Paddle

    1220 W LeMoyne Ave, Chicago

    • Kayak across the city on the Chicago River during this energizing nighttime adventure tour
    • Learn about history and architecture 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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    5 positive reviews
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    TikiFlotilla with Fireworks

    For the party so wild that one boat won’t suffice. With Chicago TikiBoat’s TikiFlotilla package, you’ll enjoy both a 34-foot luxury sailboat and the TikiPontoon, the original Chicago partyboat. The boats will be tied together, so you’ll easily be able to hop from one to another, enjoying the features that each boat has to offer. The Pontoon boasts a complementary grill with fuel, a sundeck, and a waterslide. The Tiki sailboat is the apotheosis of intimacy and luxury. From either one you’ll be able to enjoy majestic views of the Chicago skyline, while partying in comfort and style. And for the grand finale, you’ll be treated to a fantastic firework show that will leave you breathless. So what are you waiting for? Get out there and cut loose!
    TikiFlotilla with Fireworks

    Monroe Harbor, Chicago

    • Head out to Lake Michigan on two of Chicago’s premier party boats
    • Enjoy great views of the Chicago skyline and a dazzling fireworks display
    • Check out the sun deck, Bluetooth enabled stereo system, and waterslide!
    • Party in style with all of your closest friends
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    Fireworks Paddle

    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!
    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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    5 positive reviews
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    Fireworks Paddle! / Navy Pier Fireworks Chicago Kayak Tour

    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!
    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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    3 positive reviews

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