| May |
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| May 11 |
64th Edlu Distance Race with Sailors Welcome Ashore |
| May 25 – 26 |
Memorial Day – One Design Regatta |
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| June |
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| May 30 – June 2 |
Robie Pierce Women and One Design Regatta – at American YC |
| June 8 |
Ideal 18 Summer Regatta Series – Event #1 |
| June 15 – 16 |
Vanguard 15 Spring Regatta |
| June 22 |
YRA One Design |
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| July |
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| July 6 – 7 |
YRA Match Race Clinic and Regatta for the Taylor Trophy |
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| 121st Annual Larchmont Race Week, July 13 – 23 |
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| July 13 – 14 |
Racer/Cruiser |
| July 14 |
Ideal 18 Summer Regatta Series #2 |
| July 13 – 14 |
One Design |
| July 13 – 14 |
Herreshoff S Class Centennial |
| July 15 – 17 |
Junior Race Week |
| July 18 |
Opti Day |
| July 19 – 21 |
Herreshoff S Class Centennial |
| July 20 –21 |
Racer/Cruiser |
| July 20 – 21 |
One Design |
| July 20 – 21 |
Vanguard 15's |
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| August |
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| Aug 1 – 2 |
Feva North Americans & JSA Feva Champs |
| Aug 10 |
Vanguard 15 Team Race |
| Aug 10 |
Ideal 18 Regatta Series #3 |
| Aug 31 |
Labor Day – YRA One Design Race |
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| September |
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| Sept 14 |
Ladies' Invitational Regatta for the Commodore Mendez Trophy |
| Sept 28 – 29 |
One Design Racing |
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| October |
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| Oct 4 – 5 |
YRA Team Racing Championship for the Glencairn Trophy – Varsity, Master & Grand Master |
| Oct 12 – 13 |
STF & LYC Intercollegiate Big Boat Regatta |
| Oct 17 – 20 |
J 88 North Americans |