Air & Water · Tonight

(2 activities)
Reset Filters
Looking For More Chicago Activities?
Vimbly shows you 5,000+ things to do in Chicago including classes, activities & date ideas.
Chicago Tonight Tomorrow Chicago Classes & Activities This Weekend Classes & Activities

What to do in Chicago this week

— Air & Water
  • Book Now

    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
    BOOK NOW ← Back
    28 positive reviews
  • Book Now

    Architectural Tour

    (28)
    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
    28 positive reviews
  • Book Now

    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
    BOOK NOW ← Back
    28 positive reviews
  • Book Now

    Extreme Tandem Skydiving (18,000 feet)

    (25)
    Act on your bucket list and go skydiving. Seriously, the opportunity's directly in front of you! Whether your goal is to become a certified skydiver or simply overcome a fear of heights, you can arrive and dive at Chicagoland Skydiving Center. Upon arrival, you'll be greeted with a brief orientation before taking to the skies. From there, you'll aboard an aircraft to 9,000 feet and free fall for approximately one minute on a tandem skydive. Falling. Falling. Pull the parachute and float to safety. Get your knees in the breeze and experience the ultimate thrill of skydiving!
    Extreme Tandem Skydiving (18,000 feet)

    1207 W Gurler Rd, Rochelle

    • Free fall from 18,000 feet in the air with a licensed and experienced instructor
    • Learn the fundamentals of skydiving, safety, and preparing for landing
    • Experience the knees in the breeze of this ultimate thrill
    • Optional video and multimedia packages are available to share your experience
    BOOK NOW ← Back
    25 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.
    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

    Lunch Cruise

    (17)
    Tired of the same old boring lunch? Treat yourself to a long lunch break and board Chicago's largest luxury yacht. With a drink in hand, and a beautiful view of the Windy City, order a three-course meal from the celebrity-chef inspired menu, but bring your appetite because the food on deck is absolutely delectable, plentiful, and freshly prepared. Throughout the cruise, DJ entertainment will set the mood -- how's jazz for your ears? Upon returning to the pier, you're guaranteed to be relaxed and refreshed. Use your lunch break wisely because it doesn't get much better than this.
    Lunch Cruise

    600 E Grand Ave, Chicago

    • Board Chicago's largest luxury yacht for a delectable lunch
    • Enjoy a freshly-prepared, celebrity-chef inspired, three-course meal, and beautiful views of the city skyline
    • Relax to the sounds of Lake Michigan
    • DJ entertainment will be provided to lighten the mood
    BOOK NOW ← Back
    17 positive reviews
  • Give the gift of fun with a Vimbly gift card!
    Learn More

Kind words from our customers