Stiff Breeze and Tough Competition, Vineyard Cup Brings Surprises

At the Vineyard Cup awards ceremony Sunday, which followed three days of spirited racing in Vineyard waters, it was Nantucketer Wendy Schmidt who took the top prize in the classic division.

Vineyard Cup Regatta Set for This Weekend

The 11th annual Vineyard Cup is set to sail this weekend, with three days of racing in Martha's Vineyard waters. The annual Seafood Buffet and Auction precedes the sailing competition Thursday evening.

Holmes Hole Sailors Keep Sailing Towards Winter

The winds are rising and the temperatures are dropping, telling Holmes Hole sailors that they don't have much more time on the water. One by one skippers are calling in to say that they have put up sails and are done for the season.

Standings Shift in Holmes Hole Fall Series

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.

Holmes Hole Finishes the Season Strong

The best ever. That’s the conclusion of racers and committee members as last Sunday’s two races closed the books on the 2014 Holmes Hole Sailing Association summer season.

Sailor Surge for Holmes Hole This Summer

The big story to come out of the Holmes Hole Sailing Association’s summer series is the growing number of boats that are turning up at the starting line each week.

Third Time is Real Charm for Penelope

Mo Flam and his Alerion 28 Penelope continued on track for their golden summer with their third first-place finish of the season in the Holmes Holes Sunday series race.

Holmes Hole Enjoys Strong Winds

The weather gods toyed with the Holmes Hole fleet this past week. Thursday’s race was cancelled due to rain and lightning.

Holmes Hole Rocks the Vineyard Cup

The just completed 2014 edition of the Vineyard Cup featured 66 competitors.

Shifting Winds Challenge Weekend Regattas in Edgartown, Vineyard Haven

Sails dotted the horizon from Cape Pogue to West Chop from Thursday to Sunday, but fickle winds and currents were the main theme this year in the annual Edgartown Yacht Club Regatta and Vineyard Cup races.