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Category Archives: Sailing events

This Weekend on the Vineyard – The Vineyard Soun...

Experience the best events on Martha’s Vineyard this weekend, July 21-July 23, through sailing, music, and culture.

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Steve Besse Breaks Course Record, ‘Penelope̵...

The winds are rising and the temperatures are dropping, telling Holmes Hole sailors that they’ve not much more time on the water. But they’re not done yet.

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Penelope Takes Over Top Spot for Fall, Master Handicap...

Mo Flam and his Alerion 28 Penelope notched two more qualifying races for the Holmes Hole Sailing Association Fall Series races and with them turned the standings upside down.

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September Light Warms up HHSA Fall Racing Series

Fall racing begins for Holmes Hole sailors who enjoy spectacular September light and an extended season.

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Holmes Hole Fall Racing Season Begins

Holmes Hole Sailing Association Fall Racing Series begins in Vineyard Haven harbor.

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Schooner Phra Luang Wins 37th Moffett Race

The schooner Phra Luang and captain Jeff Robinson won the 37th running of the George R. Moffet Race over 38 other boats on Saturday Sept. 6.

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Holmes Hole SA Sailors Make Their Mark on the 2014 Vin...

The just completed 2014 edition of the Vineyard Cup featured 66 competitors and a full third of that number—22 boats–came from the ranks of the Holmes Hole Sailing Association. Over the 3-day, 3-race event weekend (July 11-13), the hometown fleet captured one first, two seconds and two thirds. Overall, HHSA skippers finished in the money in all of the four divisions in which they competed.

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Holmes Hole Sailing Association Kicks Off 2014 Season ...

The Holmes Hole Sailing Association kicks off summer season with its first-ever opening-weekend pot luck supper, followed by the annual Tune-Up Race.

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Figawi 2014: A Great Day on the Water

It was a great day on the water for the 2014 Figawi Race from Hyannis to Nantucket.

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First Sail of the Year in Vineyard Sound

Mark April 19 as the first day of sailing for 2014 in Vineyard Sound.

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Flying Bugster Captures 36th Annual Moffett Sailing Ra...

After nearly 4 hours of racing against a fleet of 40 boats, Flying Bugster–with just 10 seconds to spare–won the 36th Annual Moffett Race on Sat., Sept. 7 .

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J-Class Boats Capture Imagination and Fans at St. Bart...

The annual St. Barths Bucket Regatta was a special place to be this year where five of the monstrous and elegant J-Class boats gathered to race and awe delighted spectators and crews. (Video)

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