Group Kayaking & Corporate Events

About Our Group Bookings

We kindly ask a minimum 10 day notice for all private group tour requests.
Group outings can be booked at either our Riverwalk or Lakefront location. Tours will typically have 1 guide for every 8 boats. There is a 15-minute pre-tour session on land where our guides go over safety issues, the ‘rules of the river,’ and instructions for guests new to kayaking.


We have included pricing for the most common group packages per Urban Kayaks location. Please note that at the time of booking, you will be charged a 20% non-refundable deposit. This deposit will only be refunded if bad weather is the cause of tour cancellation. An additional $5 gratuity fee per person will be added to the final balance.
To proceed with booking a reservation, please fill out the private outing request form on this page. A member of our staff will be in contact with you ASAP.
Chicago Riverwalk: 2-Hour Historic Chicago Tour
  • 1-3 people: $105 per person
  • 3-6 people: $80 per person
  • 7-12 people: $75 per person

During our 2-Hour Historic Chicago Tour, the group will travel 1.5 miles downstream to “Wolf Point” while our lead guide shares details and points of interest about the city’s early history. This is our most popular product.

  • 6+ people: $40 p/person (M-F)
  • 6+ people: $50 p/person (S-S)

Our 1-Hour Paddle includes a quick 30-minute paddle down the Chicago River and back. We will focus more on teaching proper kayaking techniques and guiding the group safely. Great for beginners.

  • 6+ people: $40 p/person (M-F)
  • 6+ people: $50 p/person (S-S)

Out of our Lakefront location, our 1-Hour Skyline Paddle takes the group around the perimeter of Monroe Harbor. This tour provides a stunning view of the Chicago Skyline and Museum Campus. Perfect for beginners and children.


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Enjoy fresh drinks and tasty food at TacoRio next door! Treat yourself to the best margaritas in town 😉 and take advantage of a kayakers discount.