| May |
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| May 11 |
69th Annual Edlu Regatta |
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| May 17 - 20 |
Optimist Atlantic Coast Team Race Championship |
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| May 25 - 26 |
YRA Memorial Day One Design Regatta |
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| June |
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| May 30 - June 3 |
Robie Pierce Regatta - At American YC |
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| June 8 |
YRA One Design |
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| June 15 |
YRA One Design - Summer Solstice |
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| June 23 |
YRA Match Race Championship for the Taylor Trophy |
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| July |
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| 126th Annual Larchmont Race Week, July 12 - 21 |
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| July 13 - 14 |
Team Race Event |
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| July 13 - 14 |
One Designs: J/105, Vipers, Etchells, IODs, Shields, S Class |
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| July 15 - 17 |
Junior Race Week: Feva, Laser, Radial, Laser 4.7 & C420 |
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| July 18 |
Junior Race Week: Opti Day |
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| July 19 |
Execution Rocks Race |
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| July 20 - 21 |
Racer/Cruiser |
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| July 20 - 21 |
One Designs: J/105, Vipers, Etchells, IODs, Shields, S-Class |
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| July 20 - 21 |
Ideal 18 Summer Regatta |
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| August |
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| Aug 24 - 25 |
Shields Western LIS Districts |
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| Aug 31 |
YRA Labor Day One Design Distance Race |
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| September |
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| Sept 1 |
YRA Labor Day Regatta |
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| Sept 7 |
YRA Commodore's Cup |
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| Sept 8 |
Women's Invitational for the Commodore Mendez Trophy |
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| Sept 18 - 21 |
Shield's Nationals 60th Anniversary |
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| October |
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| Oct 12 - 13 |
LYC & STC Intercollegiate Regatta |
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| Oct 20 |
LYC & STC The Bitter Ender Double Handed Distance Race |
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| Oct 26 |
Club Championship |
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