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    4. /Stand Up Paddle Boarding
    5. /2-Hour Stand-Up Paddleboard Lesson in Chicago
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    2-Hour Stand-Up Paddleboard Lesson in Chicago

    Learn paddleboard skills for calm-water adventures

    4.7 stars• 475 reviews
    From$88/ personincl. taxes and fees

    Duration

    2 Hours

    Includes

    SUP skills, paddling techniques

    Highlights

    Build the skills to enjoy stand-up paddleboarding on calm water. Practice balance, control, and basic rescue techniques with introductory instruction.
    • Learn the parts and types of paddleboards
    • Practice standing up, balancing, and controlling your board
    • Develop paddling and turning techniques
    • Use technique and skill to maneuver your board
    • Explore basic rescue skills for calm-water paddling

    Know before you go

    • Arrive 15 minutes early for orientation and safety instructions
    • Complete the waiver before you arrive
    • The card used to reserve may be charged for lost, missing, or damaged equipment
    • A credit card processing fee applies and is not included in the listed price

    Cancellation Policy

    Cancel at least 48 hours before your scheduled time for a refund. Within 48 hours, you can reschedule for a $25 per person fee, but no refund is available.

    Meeting details

    200 West Montrose Harbor Drive, Chicago, IL 60640

    Experience provided by Kayak Chicago
    Experience provided by Kayak Chicago

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #93AAT2

    Person

    $88.64

    All Ages

    0

    Why book through Greetwell?

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    Discover what we've curated for you

    Review summary

    4.7
    Excellent
    475 reviews•Google Maps
    389
    42
    11
    7
    15

    Kayaking through downtown Chicago with this crew is genuinely hard to beat. Guides like Adam, Matt, and Antonio consistently earn praise for being knowledgeable, funny, and attentive, and the routes themselves are spectacular, whether you're paddling through calm wake-free zones around Goose Island or catching the river turn green on a seasonal tour. First-timers especially seem to feel well looked after, with solid instruction before hitting the water and staff who go out of their way to make sure everyone's comfortable. The experience itself is the star here. Calm water options make it approachable for beginners, while more adventurous paddlers can venture into the busier stretches of the Chicago River. A couple of negative reviews flag some concerning situations around safety response and customer service, so it's worth keeping that in mind. That said, those experiences appear to be outliers in an otherwise overwhelmingly positive track record. Overall, this is a well-run operation with genuinely passionate guides and a product that delivers a pretty unforgettable perspective on the city.

    What people are saying

    Review 1 of 4
    5/5

    Fantastic experience and professional staff. Aaron was a terrific guide- very chill and friendly. He even had to tow a grown woman who registered and somehow didn’t realize paddling was involved in a 3 hour kayak tour (full disclosure: it is). Aaron then proceeded to tow her to the river bank after she somehow managed to flip out of her kayak (a feat that requires a lot of effort). I’ve kayaked many different times and places, including downtown Chicago on several occasions but never w Kayak Chicago or this far up the north branch of the river. I would definitely do it again and recommend to others- just be prepared to paddle.

    Photo of Chris W

    Chris W

    June 22, 2026

    Review 1 of 1
    5/5

    Fantastic experience and professional staff. Aaron was a terrific guide- very chill and friendly. He even had to tow a grown woman who registered and somehow didn’t realize paddling was involved in a 3 hour kayak tour (full disclosure: it is). Aaron then proceeded to tow her to the river bank after she somehow managed to flip out of her kayak (a feat that requires a lot of effort). I’ve kayaked many different times and places, including downtown Chicago on several occasions but never w Kayak Chicago or this far up the north branch of the river. I would definitely do it again and recommend to others- just be prepared to paddle.

    Photo of Chris W

    Chris W

    June 22, 2026

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