Chicago Sailing is the midwest's largest public sailing facility, started in 1986 as Bill Gladstone's Chicago Sailing, we have morphed over the last 30+ years into a full service sailing school, charter, and rental facility.  With a fleet of over 23 boats we aim to serve all aspects of the sailing community, and as a US Sailing certified school we offer top notch sailing instriuction to novices and experinced sailors.