Classes & Activities in Chicago

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    Lakeside Architecture Sail

    (27)
    It's no secret that Chicago loves its ARRRchitecture and unique skyline. It's also no secret that people love pirates. Discover the architectural history that shaped this beautiful city on a tour of Chicago's shoreline. This optimal vantage point will give you an unforgettable perspective, as your guide takes you through the facts and unique stories behind some of the most famous buildings in the city. You'll learn about the people and plans behind these sites from a fun and comedic perspective. The best part is, you won't have to walk the plank at the end of this tour!
    Lakeside Architecture Sail

    600 E Grand Ave, Chicago

    • Enjoy Chicago architecture from a beautiful, lakefront vantage point
    • Discover the people, plans, and persistence that shaped Chicago's most famous sites
    • Hear interesting facts and unique stories, along with a healthy dose of pirate comedy
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    27 positive reviews
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    Real Pirates of Lake Michigan Tour

    (27)
    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!
    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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    27 positive reviews
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    Chicago Skyline Cruise

    (27)
    Sailboat, water, skyline: that sounds like a recipe for the perfect day of relaxation. See Chicago's skyline the way it was meant to be seen from the water. On this beautiful tour of Chicago, hop on a sailboat to kick back and forget about all worries. You'll tour Lake Michigan as you enjoy the gorgeous skyline in front of you. This optimal vantage point is truly one of the most unique and best ways to see the city. So, whether you're a tourist or a local, sit back, relax, and experience Chicago in a new light.
    Chicago Skyline Cruise

    600 E Grand Ave, Chicago

    • Enjoy Chicago's beautiful skyline from a unique vantage point
    • Take a leisurely trip around Lake Michigan on a sailboat
    • Relax with the wind at your back and gentle waves rocking you back and forth
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    27 positive reviews
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    City Lights Paddle

    (28)
    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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    28 positive reviews
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    Sunset Paddle

    (28)
    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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    28 positive reviews
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    Stand Up Paddleboard Lesson

    (3)
    Ready to dive -- but not fall! -- into the wet world of stand-up paddle boarding? Learn the basics and proper techniques to stay and paddling and having a blast. Ease into beginner paddling while being guided by the pros. Stand-up paddle boarding, which is a fairly easy sport to grasp, is much better and easier to learn with the right tools and instruction. Your lesson will include a 30-minute session with in-water lessons from an experienced instructor. After the lesson, you'll have the remainder of the hour to hone your newly acquired talents. Expect to be comfortably paddling through the waves in no time!
    Stand Up Paddleboard Lesson

    1603 N Lake Shore Dr, Chicago

    • Take a one hour lesson with a professional instructor in the fun sport of stand-up paddle boarding
    • Discover the basic techniques of paddling through the water
    • Use the remainder of your time after the lesson to paddleboard on your own
    • Be up and comfortably riding in no time
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    3 positive reviews
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