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 Racing Schedule

Big Tom Yacht Racing Wednesday Night Series 

May 18 through August 31 (16 weeks) Start: 7pm

Registration: https://yachtscoring.com/emenu.cfm?eID=15083



TGIF Sunset Series at CIYC 

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

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!

Registration (updated!): TGIF2022-Entry-Wavier-Form(2)

 TGIF Sunset Series NOR 2022

TGIF Sunset Series 2022 Sailing Instructions

Contact:  send form to

June 3

June 17

July 15

July 29

Aug 12

Aug 26

Sunday Jams Series at CIYC

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

Contact: TBD

June 26

July 10

July 24

Aug 7

Aug 21

2022 Regatta

Big Tom City Island Cup 

Saturday, June 11  Start: 10am

Harlem Yacht Club is hosting this year.

Registration: https://yachtscoring.com/emenu.cfm?eID=15141


Contact: (Harlem Yacht Club) 

86th Annual City Island Yacht Club Distance Race  

Saturday, June 25 Start: 10am

Registration: https://yachtscoring.com/emenu.cfm?eID=15138



41st Annual City Island Yacht Club Women Skippers Race

Saturday, Aug 13 Start: 1pm

As always, there is a post-race dining event at The Galley. Details to come. 

Registration: https://yachtscoring.com/emenu.cfm?eID=15136



City Island Yacht Club Annual Day Race

Sunday, Aug 14  Start: 10am

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. 

Registration: TBD


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.

Saturday, Aug 21  Start: 10am

Registration: https://yachtscoring.com/emenu.cfm?eID=15140



City Island Yacht Club Sayers Series

Saturday, Sept 17  Start: 10am

Club Members only. This end-of-season race features a dining event to celebrate all things racing. 

Registration: TBD



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