City Island Yacht Club

Incorporated 1907

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Regattas and Racing

Since its first race in 1911, CIYC has been a leader in promoting yacht racing at the western end of Long Island Sound. Our goal is to create a fun, friendly and inclusive environment for racers of all abilities.  Partnering with other yacht clubs and organizations, we offer a wide variety of regattas that appeal to both the novice sailor as well as the seasoned racer. For the novice racer, sailboat racing is the quickest way to learn how to improve your sailing skills, and for experienced racers, the learning continues.

Come join us, whatever your skill level! 

2022 Regatta

City Island Yacht Club Sayers Series

  • Saturday, Sept 17  Meet up on the porch at 9am for scratch sheets and complimentary breakfast. First race start: 10am; Second race after a buffet lunch at The Galley. ($29.95/pp plus tax and gratuity)
  • Following the second race, return to the porch for cocktails and race results. Finish your day with friends and dinner at The Galley (order from the menu). Please make a reservation with The Galley for dinner. 
  • Racers and Cruisers welcome! Club Members only. 
  • Registration for race and buffet lunch: EventBrite 

Sayers Series Race Instructions 2022

Sayers Series Chart2018

Contact: Rich Coar  or 917.370.7938

7th Annual Western Long Island Sound Governor’s Cup Regatta

(City Island Yacht Club, Orienta Yacht Club, Huguenot Yacht Club) 

CIYC is hosting this year.

City Island Yacht Club Annual Day Race

This is the second race in the Western Long Island Sound Triple Crown which includes Port Washington YC Day Race on June 5 and Douglaston Yacht Squadron Captain Island Race on TBD. A boat must be in all three events to qualify. 

41st Annual City Island Yacht Club Women Skippers Race

86th Annual City Island Yacht Club Distance Race  

Big Tom City Island Cup 

  • Saturday, June 11  Start: 10am
  • Results:  here 
  • Congratulations to: Chaika (Richie Coar), Eagle (Ernie Bivona), Galatea (Stuart Markowitz) 


CIYC has also been instrumental in establishing and organizing these races:


2022 Racing Schedule

Big Tom Yacht Racing Wednesday Night Series 

TGIF Sunset Series at CIYC 

Open to any sailor/sailboat. Awards & prizes, music and dancing, and great food and drink at The Galley. Come and chill out, have some fun with us after a hard week at work!

Every other Friday evening. Free, casual race. See dates below. Start: 7pm

Sunday Jams Series at CIYC

Every other Sunday afternoon. Free, casual race. No registration required. See dates below. Start time: 4pm. 

  • June 26
  • July 10
  • July 24
  • Aug 7
  • Aug 21