Sign up to get our newsletter

Sign up to get our newsletter

About Us

Kayak Chicago is Chicago's premier full service outfitter, offering the highest quality instruction and trips, with our fully certified instuctors and guides. We pride ourselves in giving you the best customer service, instruction and on-water experience. We love kayaking and want to share the fun and knowledge with you. Let us teach you the skills and techniques so you can get out on the water and explore life.


Dave Olson

Owner and lead instructor for Kayak Chicago. Dave is an American Canoe Association (ACA) certified instructor. Spending most of his time paddling Lake Michigan, the Apostle Islands on Lake Superior, the surrounding rivers, and around the U.S., he attended Northland college for outdoor education. Dave has been kayaking for over 20 years. He has taught outdoor education and kayaking for 11 years. He is the paddling director for the Wild Onion Urban Adventure Race and is a technical rep. for Prijon kayaks.

Our incredible Guides with make sure your experience is exciting, safe and memorable.

Senior Staff / Guides

  • Dave Olson
  • Kasia Olson
  • Jay Spriggs
  • George Hallenbeck
  • Kelly Lagerholm


  • Chad Martens
  • David Plascencia
  • John Roeder
  • Luis Caro
  • Danny Roeder
  • Gus Delgato
  • Marianne Moroney
  • Kris Polinski
  • Todd Shaeffer
  • McCamie Cole
  • Matt Guenette
  • Tom McClanahan
  • Yuka Atagi
  • Aaron Johnson
  • Alan Sidlo
  • Eileen Dziak
  • Grace Catronis
  • Brian Jucas
  • Mike Roberts
  • Gary Mechanic

Outfitting paddlers since 1999