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.

Holmes Hole Fleet Rides the Elements

West northwest winds and a flooding tide combined to create a tough go on Sunday as the Holmes Hole fleet took to the Sound for two races. HHSA racers have already seen more of Course #2 in 2014 than in the previous 10 years, and the elements made it memorable.

First Vineyard Herreshoff Cup Arrives

The first-ever Vineyard Herreshoff Cup takes place this weekend. "The spirit of it all is to have fun and enjoy it," Edward Miller said. "We hope this will become an annual event that grows in popularity."