| May |
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| May 13 |
68th Annual Edlu Regatta |
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| May 20 - 21 |
J 70 East Coast Championship |
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| May 28 |
YRA Memorial Day One Design Regatta |
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| June |
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| June 1 - 4 |
Robie Pierce Regatta |
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| June 10 |
YRA One Design |
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| June 24 |
Spring Fling Team Race |
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| June 25 |
YRA Match Race Championship for the Taylor Trophy |
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| July |
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| July 8 |
YRA One Design |
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| 125th Annual Larchmont Race Week, July 14 - 23 |
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| July 14 |
Execution Rocks Race |
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| July 15-16 |
Racer/Cruiser |
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| July 15-16 |
One Designs: J/105, Vipers, Etchells, IODs, Shields, S Class |
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| July 15-16 |
Ideal 18 Summer Regatta |
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| July 17-19 |
Junior Race Week: Feva, Laser, Radial, Laser 4.7 & C420 |
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| July 20 |
Junior Race Week: Opti Day |
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| July 22 - 23 |
Team Race Event |
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| July 22 - 23 |
One Designs: J/105, Vipers, Etchells, IODs, Shields, S-Class |
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| July 29 - 30 |
Shields Ocean, Great Lakes, Challenge Cup |
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| August |
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| Aug 5 - 6 |
JSA Optimist Championship |
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| September |
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| Sept 2 |
YRA Labor Day One Design Distance Race |
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| Sept 10 |
Women's Invitational for the Commodore Mendez Trophy |
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| Sept 15-17 |
Ideal 18 North Americans |
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| Sept 23-24 |
C420 ACCs |
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| Sept 27-Oct 1 |
J88 North American Championship |
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| October |
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| Oct 7-8 |
LYC & STC Intercollegiate Regatta |
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| Oct 13 |
LYC & STC The Bitter Ender Double Handed Distance Race |
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| Oct 14 - 15 |
Harbor Team Race Regatta |
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| Oct 21 |
Club Championship |
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