Wolcott College Prep is proud to announce its inaugural high school sailing team with the 2020 school year. This sport is governed by the rules of US Sailing, a national organization. Sailing is a fall and spring sport.  Students can choose fall or spring or both. This club was initiated by two Wolcott students and is a partnership with the Columbia Sailing School, which sails from Randolph Street at Lake Michigan. Experienced students can race on the varsity team and those new to sailing are welcome to join developmental practices to learn the basics of sailing. They practice in a safe environment, with US Sailing licensed coaches, and compete against other Chicago schools, like Lane Tech, Lincoln Park High School, Jones, Fenwick, UC Lab School to name a few.

Wolcott College Prep partners with Columbia Sailing School for 2020 school year.

The practice schedule is as follows:

Developmental: Monday and Friday 4pm-6:30pm
Saturday 9am-4pm (some choose to do a half day)

Varsity: Tuesday, Wednesday, Thursday 4pm-6:30pm

  • Fall season, Sept-Nov 15.  Spring season, March-May.
  • Coast Guard certified Life jackets are required at all times.
  • Dry suite, gloves and hat required to participate.
  • C420 Sailboats and rigging are provided with the program.
  • All practices are accompanied by trained US Sailing Certified coaches on motor boats.  Sailors are never allowed to sail unaccompanied on Lake Michigan.

As a partnership program with the Columbia Sailing School, additional fees apply, that are paid directly to Columbia Sailing School. Program link.

“I love sailing because of the free feeling I have being outside in the wind. It takes a lot of focus and I like that.” 



“Sailing is STEM. Sailing is physics. Sailing teaches assembly and patience each time the boat is rigged.  Sailing is working with nature and learning a respect for the sea.”