paddling

(11 activities)
Reset Filters
  • Book Now

    City Lights Paddle

    (31)
    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
    BOOK NOW ← Back
    31 positive reviews
  • Book Now

    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
    BOOK NOW ← Back
    31 positive reviews
  • Book Now

    Sunset Paddle

    (31)
    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
    BOOK NOW ← Back
    31 positive reviews
  • No available dates to book.
    Bucketlist to hear about new dates first!
    Your Bucketlist
  • Book Now

    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.
    No available dates to book.
    Bucketlist to hear about new dates first!
    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
    BOOK NOW ← Back
    4 positive reviews
  • Book Now

    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.
    No available dates to book.
    Bucketlist to hear about new dates first!
    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
    BOOK NOW ← Back
    4 positive reviews
  • Book Now

    Learn to Kayak

    (31)
    Escape from the bustle of the Chicago sprawl with an adventure right in its midst! Designed for those who are a little wet behind the ears, this introductory class will get you started by building a strong foundation of kayaking know-how. You'll be taking to the water on the Chicago River, launching right from Downtown Chicago. Once on the water, you'll focus solely on your paddling technique during a safe, leisurely row. This class is designed for those who aren't quite ready to take on capsizing and rescue drills, making it the perfect first step into a new life of on-the-water adventure. Learn while exploring the the river, with Chicago buildings rising up on either side, and discover a life of adventure that will never sink your expectations!
    No available dates to book.
    Bucketlist to hear about new dates first!
    Learn to Kayak

    1220 W LeMoyne Ave, Chicago

    • Work with a certified instructor to develop basic kayak skills in an introductory class
    • Learn while having a blast exploring the Chicago River from the heart of the city
    • Get a great upper body workout while working on paddling techniques
    • Discover an all-new outdoor hobby that you can enjoy without having to leave Chicago
    BOOK NOW ← Back
    31 positive reviews
  • Give the gift of fun with a Vimbly gift card!
    Learn More
  • Book Now

    White Water Rafting

    (5)
    Experience the thrill of whitewater rafting as you and your friends raft Indiana's only whitewater river, the St. Joseph. After a short ride from Chicago, you join your rafting guides at the St. Joseph River. You'll receive an introduction to rafting before taking on some of the most challenging rapids in the Midwest. Seriously, this area draws Olympic winners and National Champions. Laugh, shout and have the time of your life as you repeat your thrill ride over and over again. Whether you come alone or in a group, experience an excellent introduction to whitewater rafting. After the trip you'll stop for food and drinks, with the first drink on the house!
    No available dates to book.
    Bucketlist to hear about new dates first!
    White Water Rafting

    4318 N Elston Ave, Chicago

    • Experience the thrill of whitewater rafting!
    • Learn the fundamentals of rafting before taking on some of the best rapids in the country
    • Enjoy food and beverages after a day conquering the St. Joseph River
    • No experience necessary
    BOOK NOW ← Back
    4 positive reviews
  • Book Now

    Chicago KayOuts

    (4)
    Rather play than go to the gym? Give yourself a break without blowing your fitness goals during this calorie-burning expedition! You'll be taking to the Chicago River through Downtown Chicago with some high-tempo paddling. Whether you've kayaked before or not, you'll find yourself in good hands thanks to the experienced staff at Wateriders. You'll also be able to choose your own pace, putting yourself to the test with an all-out row, or enjoying a more leisurely tempo. The towering architecture on either side makes for a great backdrop to workout, and chances are you'll be having so much fun you'll hardly notice you're breaking a sweat. This is also a great way to improve your kayaking skills with a group of fellow adventurists who share your own expeditious wavelengths. The gym will be there when you get back. Adventure waits for nobody.
    No available dates to book.
    Bucketlist to hear about new dates first!
    Chicago KayOuts

    500 N Kingsbury St, Chicago

    • Enjoy a high-tempo workout while kayaking through Downtown Chicago
    • Take a break from your regular exercise routine without falling off track
    • Build your upper body strength with an efficient low-impact workout
    • Satiate your adventurous side while developing your paddling skills
    BOOK NOW ← Back
    4 positive reviews
  • Book Now

    Architectural Chicago Kayak Tour

    (5)
    See Chicago from a completely new perspective... from the seat of a kayak. On this kayak tour, uncover the unique architecture and history that makes Chicago so, um, Chicago! You'll begin with an introduction to paddle strokes, group dynamics, and river safety. From there, enjoy a guided tour on the river, paddling through the great urban canyon betwixt skyscrapers. Learn the stories of how the city came to be and grew up along the river. This isn't something to be missed.
    No available dates to book.
    Bucketlist to hear about new dates first!
    Architectural Chicago Kayak Tour

    4318 N Elston Ave, Chicago

    • Learn the stories of how the city grew up along the water
    • Uncover Chicago's rich history and impressive architecture
    • Paddle down the river and take in the sites of skyscrapers
    • No experience necessary
    BOOK NOW ← Back
    4 positive reviews
  • Book Now

    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!
    No available dates to book.
    Bucketlist to hear about new dates first!
    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
    BOOK NOW ← Back
    8 positive reviews

Page 1 of 2

Kind words from our customers