Sailing Archives

07.13.2022 Sports

Sailing: Southold Yacht Club’s Croasdale wins Sunfish race around Shelter Island

A Sunfish sailing race can boil down to a series of decisions/gambles for competitors: when to tack, how to react to the currents and wind conditions, whether to steer...

07.26.2021 Sports

Southold Yacht Club hosts over 170 junior sailors for regatta

Over 170 junior sailors competed in the two-day Carol Smith Regatta, regarded as the most popular regatta in the Peconic Gardiners Junior Sailing Association Championship series, last week at...

07.12.2021 Sports

Photos: A milestone moment for World’s Longest Sunfish Race

Nearly 80 boats participated in the 50th annual World’s Longest Sunfish Race, Around Shelter Island Saturday. Skipper Chris Williams aboard the boat “Exit 63” finished in first in the...

07.26.2020 Community

A life-changing opportunity aboard the Impossible Dream

Rob Klein and Steve Baker both lost the ability to walk after bad accidents. For Mr. Klein, it was a diving accident in a swimming pool, and for Mr....

06.09.2020 Community

Making a Difference: Local hero will win free sunset sail

A world shuttered because of a global pandemic. The ever-present threat of COVID-19. A country rocked by George Floyd’s death. A shaken economy. An uncertain future. During times like...

07.27.2019 Columns

Column: A mariner’s long journey toward Greenport

A compass affixed to a table below deck of the sailboat Ness points south as the steel-hulled boat gently rocks while docked at Mitchell Park Marina in Greenport. Phillip...

10.07.2018 News

Greenport teen sails the Pacific aboard Prospector

Looking out into the distance during the overnight hours from the 68-foot yacht Prospector is to see nothing but black. In the middle of the Pacific Ocean, there is...

07.14.2018 Sports

Sailing: Eckart pulls away to Sunfish victory

The World’s Longest Sunfish Race Around Shelter Island, NY is an unpredictable event in an unpredictable sport. A case in point was the 48th edition hosted Saturday by the...

03.31.2018 Letters

Featured Letter: Another local connection to Clipper Race

I read with interest the story on Duffy Drum and the Clipper Race. I was born and raised in Southold and graduated 1982. I’ve lived in Australia for the...

03.24.2018 News

Mattituck man to set sail on 32-day, 5,400 mile voyage at sea

Life aboard the 70-foot racing yacht Visit Seattle is a constant grind. Crew members sleep in stretches of two and a half to three hours. Walking a few feet...

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