CASRA (Chicago Area Sail Racing Association) has announced its 2020 Race Schedule. CASRA is an organization comprised of a group of five Chicago-area yacht clubs — Burnham Park Yacht Club, Chicago Yacht Club, Chicago Corinthian Yacht Club, Columbia Yacht Club, and Jackson Park Yacht Club. Events through June 19th are cancelled or postponed—read more...

News & Events


Located in the heart of Chicago, Navy Pier will be opening an only all-transient marina that brings world-class amenities, service, dining, shopping & entertainment directly to Lake Michigan’s boating community in 2021. 

February–MARCH, 2020 — CANCELLED

North U has announced its spring series of Sail Trim/Boat Speed and Racing Tactics Seminars to sharpen sailor's skills before their next regatta. When your boat handling is second nature and your boat speed second to none, then tactics will win you races.

JANUARY 8–12, 2020

Visit Skyway Yacht Works at the 2020 Chicago Boat, RV & Sail Show at McCormick Place, Wednesday, January 8 thru Sunday, January 12! Skyway will be located in Booth A703. Stop by for boat show pricing on select products and chances to win!

2019 3-CRIB Fiasco Pusuit race
September 21–22, 2019

Over a windy weekend, Midwest universities showed up to do some serious racing at the 2019 Great Lakes Intercollegiate Offshore Regatta. This year there were enough entrants to support two classes — the Tartan 10’s (16 boats) and the J105’s (6 boats).

2019 3-CRIB Fiasco Pusuit race
September 22, 2019

It was a windy day for the 2019 3-CRIB Fiasco (pursuit race) with 23 boats starting! We saw gusts up to 35 knots, with a sustained breeze in the mid-’20s. Racers had their choice to start northbound or southbound, and with the TWD (true wind direction) of 200–220 degrees the clear choice was the South course leaving racers with two tight jib reaches, a beat, and a hot spinnaker run!

2019 Beneteau 36.7 North American Championships
September 4–8, 2019

Sign-up for Skyway Yacht Works complete In-and-Out Regatta services for the 2019 Beneteau 36.7 North American Championships on September 4–8 so that your boat is in top condition and ready to go on race day! 

2019 J111 World Championships and Chicago Verve Cup
AUGUST 20 – 23, 2019

Whether you're bringing your boat to Chicago for the 2019 J111 Worlds or the Verve Cup, contact us at Skyway Yacht Works for your complete In-and-Out Regatta services so that your boat is in top condition and ready to go on race day! 

Skyway Yacht Works 2019 Colors Regatta
JUNE 1-2, 2019

The COLORS Regatta, sponsored by Skyway Yacht Works, is Columbia Yacht Club's One-Level Offshore Racing Series and has been Chicago’s shake-the-sheets event since 1995! More than 100 boats race annually during the first weekend of June and the strong one-design presence of the Beneteau, J/Boat, Tartan-10 and other large fleets designates the event as a tune-up for the season.

Skyway Yacht Works Dash to the Dock
MAY 11, 2019

The 6th Annual Skyway Yacht Works Dash to the Dock Regatta is set for Saturday, May 11! This is the annual start of the season and an event aimed at getting people out of the yard and into the harbor. This year’s event features breakfast and an 11am harbor start from the yard. 

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