All five founding clubs that created CASRA (Chicago Area Sail Racing Association) have races scheduled all season long.  See the 2017 race schedule at  For those wanting to learn to sail and race in these events, check out the programs of the CASRA clubs below.


Chicago Corinthian Yacht Club’s “Crew School” is a hands-on training program for anyone who is interested in learning the skills to become a valued crew member on a racing sailboat.  Crew School is held on six consecutive Wednesdays from April 5 through May 10.  Experienced skippers at CCYC will introduce you to nautical terms, points of sail and sail trim, crew roles and responsibilities, behavior on board, what to wear, safety equipment, racing rules and more!!  At the end of Crew School, graduates will be introduced to racing skippers at CCYC, and will have an opportunity to begin racing immediately!

Click here to learn more, email or call 773-334-9100, ext 707.



Chicago Yacht Club Crew U is a seven-week program that starts in May and goes through June. This class is led by members of the Chicago Yacht Club who offer their boats and wisdom to help you get the skills you need to crew on a boat. The course includes some classroom instruction, but the vast majority is taught on the water. The classes are held on Tuesday nights, and many students get additional practical experience racing on offshore boats during Wednesday night racing. If you are interested in being part of yacht racing on Lake Michigan, this is a great way to up your experience and build relationships that may yield a position all summer long on one of the boats.

Click here to learn more and to sign up >



Columbia Yacht Club's Skipjacks program is a social introduction to sailing which takes place Tuesday evenings over the course of seven weeks with club member captains doing the on-the-water instruction on their own boats.  The class sizes are appropriately sized allowing students to sail on many boats, meeting all captains and students.  It’s a tremendously fun program and helps people get comfortable on boats and learn the basics of sailing and racing.  Lifelong relationships begin here.  Many Skipjacks participants become cruising and/or racing crew with the Columbia captains they meet in the Skipjacks program.  This course runs May 9-June 27, 2017, Tuesdays at 6:30pm.

Columbia Yacht Club's Skipjacks Advanced program is an accelerated Keelboat Certification program for those having previously completed the Skipjacks program.  This course runs May 23-June 27, 2017, Tuesdays at 6-9pm, or July 25-August 10, 2017 Tuesdays and Thursdays at 6-9pm.

Click here to learn more or email