Locations in Chicago and the North Shore of Chicago that rent Sailboats, Kayaks and Jet Skis

Chicago, IL

Chicago Sailing
Belmont Harbor
3400 N. LSD off of Recreation Drive “B” Dock
Boats: J/22’s, J/24’s J/30,T-10, J/34, J/105, Hunter-326

Chicago Jet Ski Rentals:
Jet Ski Chicago
North Ave Beach, 1600 LSD, Chicago IL
Windy City Watersports
Montrose Beach, 4400 LSD, Chicago IL

Evanston, IL
Dempster/Greenwood Beach Evanston Park District
Boats: Barnett 1400’s, Lasers and Sunfish) and kayaks

Northwestern Sailing Center
2311 Campus Drive Evanston, IL 60208
Boats: Laser-class sailboats, 420-class sailboats, Windsurfing boards with rigs, Hobie 16, Hobie Wave, Hobie Getaway, Stand up Paddleboards, Single & Double Kayaks

Wilmette, IL
Gilson Beach Wilmette Park District
Lake St at Lake Michigan
Boats: Hobie Getaways, Hobie Waves, Sunfish, Single & Double Seat Kayak

Free at Last Charters
“Free at Last” is our 42-foot, two-masted 27,000 lb. ketch sailboat available for charter out of Wilmette Harbor on the North Shore of Chicago.
FreeAtLastCharters.com

Glencoe, IL
Glencoe Park District
Park Ave at Lake Michigan
Boats: Barnett 1400, Kayaks

Waukegan, IL
Chicago Sailing – Waukegan 
Waukegan Harbor Next to Larsen Marine