Kayak Tours or Rental from Urban Kayaks (Up to 58% Off). Four Options Available.

The Loop, Chicago

97% of 1,168 Groupon Customers Recommend

Give as a Gift
Over 1,000 bought
Limited quantity available

Herbert Hoover won America's hearts and votes when he promised a college-educated chicken in every pot and a kayak in every garage. Get a taste of the American dream with this Groupon.

Choose from Four Options

  • $25 for a weekday single-kayak historic tour (a $60 value)
  • $50 for a weekday tandem-kayak historic tour (a $110 value)
  • $50 for a two-hour weekday tandem-kayak rental (a $100 value)
  • $90 for a tandem-kayak ultimate-fireworks tour (a $190 value)

On the historic tour, boaters discuss current events and learn about city's architecture. The ultimate-fireworks tour combines the historic tour with a paddle down the river to view Navy Pier's fireworks.

Urban Kayaks

Brothers Aaron and Asher Gershenzon and friend James Morro grew up in the city, but always possessed a passion for the outdoors. They practiced wilderness kayaking for most of their lives before earning their American Canoe Association certifications on Lake Superior. Each of them brings dual passions for their home city and outdoor sports to the company’s guided group and private kayak trips. Guided paddles change on every outing as guides blend downtown architectural commentary and little-known Al Capone stories with tie-ins to current events. Though each guide tells different stories, often interspersed with humor, all of them focus on environmentally friendliness. Paddling trips utilize a fleet of lime-green Confluence Watersports kayaks, and staffers often wear lime-green shirts—all of which render them easily identifiable from the riverwalk, but well camouflaged in supermarket produce sections.

One guide leads six participants and prepares them with a briefing on paddling techniques, rules of the river, and assurances of the stability of their wide-river kayaks. The guides' watchful eyes and constant advice have instilled confidence in even the most unsure participants, including basketball player Andre Iguodala, who slowly grew accustomed to his kayak by the end of his session. When not guiding trips, staffers provide their single and tandem kayaks to customers who want to explore the river on their own. They extend their easygoing atmosphere to their office—nestled across the river from the Centennial Fountain's Water Arc—where picnic tables stand by the storefront, and the owners' chocolate Labrador frolics inside around a hanging hammock.


Tips from Groupon Customers

  • “Had a really good time on the tour. The staff was great, felt safe navigating the waters throughout the whole time and got to learn about Chicago, would highly recommend.”

  • “Be sure to get there a few minutes early, if you're too early there are plenty of friendly dogs to play with and its a great spot to just hang out. Great tour as...”

    “Be sure to get there a few minutes early, if you're too early there are plenty of friendly dogs to play with and its a great spot to just hang out. Great tour as well, highly recommend”

  • “It was such a cool, fun, and different experience! Definitely worth it! The only thing was the tour went over time about a half hour so just know it might take a...”

    “It was such a cool, fun, and different experience! Definitely worth it! The only thing was the tour went over time about a half hour so just know it might take a little longer! Overall GREAT experience!!”


  1. A

    The Loop

    270 Chicago Riverwalk

    Chicago, Illinois 60611

    Get Directions

In a Nutshell

Kayaking tourists gaze upon Chicago's scenery from the Chicago River and Lake Michigan

The Fine Print

Expires Jun 1st, 2014. Limit 1 per person, may buy 2 additional as gifts. Limit 1 Groupon per boat per visit. Reservations required for guided tours and must be made through UrbanKayaks.com; no reservations required for rentals. Subject to weather conditions. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

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All Locations

  • The Loop

    270 Chicago Riverwalk

    Chicago, Illinois 60611

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