Racing

WindCheck’s waters are home to many of the world’s best sailors, races and regattas, and you’ll find reports from the Northeast and beyond in every issue.

Racing

74th Dyer Dhow Derby is October 21

By Chris Szepessy

74th Dyer Dhow Derby is October 21

By Courtney Moore, CMB Creative Group Photos by Nick Woviotis, © Skylla Filmworks     The 74th Dyer Dhow Derby will be held Saturday, October 21, from 10am to 5pm at Mystic Seaport Museum in Mystic, CT. Defending their title from 2022 will be the Murphy family (three generations: Frank, Patrick, and Lily) representing the Mystic River Mudhead Sailing Association. Past winners include many other Mudheads such as Carl Fast, Woody Bergendahl and Nate Fast.   Mystic Seaport…

Racing

The 2023 Ms. Race: One of the Great Races in Sandy Hook Bay

By Chris Szepessy

The 2023 Ms. Race: One of the Great Races in Sandy Hook Bay

By Marion Bartholomew     In August of 1870, the first America’s Cup race in United States waters took place in the Sandy Hook Bay area of New York and New Jersey. Hosted by the New York Yacht Club, eighteen schooners were registered to race. The New York Yacht Club’s schooner Magic won the 40-mile race. In August of 2023, the 19th Annual Ms. Race took place in the same Sandy Hook Bay with a record thirteen…

Racing

Rosenfield, Caplan & Andrews Win the Clagett/Oakcliff Match Race

By Sam Crichton

Rosenfield, Caplan & Andrews Win the Clagett/Oakcliff Match Race

By Sam Crichton     The sixth Clagett/Oakcliff Match Race Clinegatta for sailors with disabilitieswas hosted by Seawanhaka Corinthian Yacht Club over the weekend of August 25-27, with twelve sailors from across the U.S. traveling to Oyster Bay, NY to participate. Friday’s clinic had great conditions for the sailors, who were coached by The Daves: America’s Cup helmsman Dave Dellenbaugh (Easton, CT) and five-time U.S. Match Racing Champion Dave Perry (Southport, CT). The two coaches worked with the…

Racing

Double Trouble Returns

By Chris Szepessy

Double Trouble Returns

By Barbara “Basia” Karpinska The Vineyard Race 2023, Doublehanded Division   And just like that summer has gone, and autumn arrived ushered by the Vineyard Race. Organized by Stamford Yacht Club, the Vineyard is an offshore racing classic dating back to 1932 and held annually over Labor Day weekend except for three years during World War II. The first race had 23 starters with five finishers. Fittingly, 89 boats participated in this year’s 89th edition. Over the…

Racing

The Ida: Now That Was a Distance Race

By Barby MacGowan

The Ida: Now That Was a Distance Race

It was as good as it gets for 47 teams sailing in the Ida Lewis Yacht Club’s 18th Ida Lewis Distance Race presented by Bluenose Yacht Sales. Race organizers had promised to reinforce the race’s reputation as a challenging 24-hour overnight competition, and that they did by developing a brand-new selection of courses to fit all sorts of weather scenarios and incorporate as many sailing angles as possible. After a two-hour postponement due to a severe weather forecast, the race…

Racing

52nd World’s Longest Sunfish Race, Around Shelter Island, NY

By Chris Szepessy

52nd World’s Longest Sunfish Race, Around Shelter Island, NY

Sixty-seven 14-foot Sunfish crossed the starting line in Southold Bay at 11:30am Saturday, July 15 to begin the 52nd World’s Longest Sunfish Race, Around Shelter Island, NY. Sailors came from as far away as Florida to compete in this bucket-list event hosted by Southold Yacht Club, with sixty-two boats successfully completing this marathon sail. Peter Beardsley of Menantic Yacht Club on Shelter Island won the race, completing the course in 4 hours, 41 minutes and 57 seconds….

Racing

Young American Scores a Class Win in Daniel Gale Sotheby’s International Realty 46th Around Long Island Regatta

By Chris Szepessy

Young American Scores a Class Win in Daniel Gale Sotheby’s International Realty 46th Around Long Island Regatta

Young Scot is victorious in his first distance race…and first doublehanded race! By Fergus Wilson Editor’s note: The 46th Around Long Island Regatta, hosted by the Sea Cliff Yacht Club in Sea Cliff, NY in July, was first run in 1977. The race covers a 205 nautical mile course combining ocean, harbor and sound racing. Open to all sailboats 24 feet and larger, the race is designed for sailors at all levels, running in as many as…

Racing

Celebrating a 100 Years of Sailing in Martha’s Vineyard at Edgartown YC

By Chris Szepessy

Celebrating a 100 Years of Sailing in Martha’s Vineyard at Edgartown YC

Story & photos by Rick Bannerot/OntheFlyPhoto.net Q: What do you do when you’ve agree to hold a centennial regatta on Martha’s Vineyard in the middle of July? A: You invite and organize a spectrum of sailboat fleets (and sailors from ages 6 to 86) including Zim Prams, Optimists, Club 420s, Shields, Rhodes 19s, J/70s, Herreshoff 12.5s, Wianno Seniors, and a passel of different catboats all racing to celebrate Edgartown Yacht Club’s 100th Annual Regatta.   Situated in…

Racing

Serious, Tight Racing at the 12 Metre World Championship

By Barby MacGowan

Serious, Tight Racing at the 12 Metre World Championship

Challenge XII and Columbia Become Two-Time World Champions After participating in a morning parade around Newport Harbor that was punctuated by cannon salutes from yacht clubs and other prime waterfront viewing spots, ten historic 12 Metres moved on to Rhode Island Sound for the final race of the 12 Metre World Championship on Saturday, August 6.     To be named the World Champions at the end of the day, Jack LeFort’s Challenge XII (KA-10; Winter Park, FL/Jamestown, RI) had…

Racing

Whitebread 30 is October 7

By Chris Szepessy

Whitebread 30 is October 7

By Tom McKeon How many sailing events can proudly proclaim a 30-year anniversary? That’s exactly what will happen when the Whitebread 30 race committee’s horn sounds on Saturday morning, October 7. The Peconic Bay Sailing Association is kicking off 30 in a big way and pulling out all the stops, starting with a Skippers meeting Friday night. After the race there’s dinner, beer/wine, awards – and even the return of the band! – all at Safe Harbor…

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