Water Tours

(18 activities)
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    Night Kayak Tour

    (9)
    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!
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    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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    8 positive reviews
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    Real Pirates of Lake Michigan Tour

    (29)
    Ahoy! Hoist the anchors. You're about to set off on an adventure unlike any other. On this tour, learn all about the mischievous pirates that once roamed the great inland seas of Lake Michigan. You'll gain insight about the epic battles that took place, as well as the trickery and treasures that made up such a big part of the pirate world. The real question is, are there any sunken ships with treasure at the bottom of the lake? There's only one way to find out!
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    Real Pirates of Lake Michigan Tour

    600 E Grand Ave, Chicago

    • Enjoy real stories about pirates of the inland seas
    • Hear about epic battles that took place right on Lake Michigan
    • Learn about the trickery and treasures that were commonplace in the pirate world
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    29 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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    Architecture Fireworks Tours (Navy Pier)

    (36)
    Experiencing the architecture of the Windy City is a breeze (good one eh?) with Shoreline Sightseeing's 90-minute river tour. You'll travel all three branches of the Chicago River and leisurely view of more than 40 of the city's greatest architectural treasures. Knowledgeable guides will walk (or maybe float) you through the history of buildings like the Tribune Tower, the Trump Tower, the Wrigley Building, Marina City and more. You'll finish your tour with a spectacular fireworks display by the Navy Pier. Perfect for the architecture or history buff in your family!
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    Architecture Fireworks Tours (Navy Pier)

    600 E Grand Ave, Chicago

    • See the Chicago's architectural landmarks on this relaxing river tour
    • Discover the Tribune Tower, the Wrigley Building and more than 40 other sites
    • Learn the history of some of the most impressive buildings in the world
    • Cap your tour with a viewing of the Navy Pier fireworks display
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    35 positive reviews
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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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    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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    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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