News

The 2019 Vineyard Race hosted by Stamford Yacht Club started in 15 knots of breeze gusting 18 with sunny skies. It was a downwind run off the line and all three Farr 40s deployed their A2s. They each also set a staysail for extra stability and a little...

OYSTER BAY, NEW YORK (August 11, 2019) - After two days of coaching by Volvo Ocean Race sailor and World Match Racing Tour Skipper, Nicolai Sehested, Oakcliff’s August Grade 3 Clinegatta pitted eight skippers against each other, three of whom were ranked within one point...

Join Oakcliff for a once in a lifetime opportunity to meander through a private and beautifully restored meadow on Centre Island. Along the way discover art  placed just for this event and enjoy light refreshments. Learn more about the show and buy your ticket here 2019...

Oakcliff's July Grade 5 saw medium breeze and a heat index of 110 and the racing was just as hot as the weather. With marked improvement in each of the five teams who participated, the racing got tighter and tighter as the day went...

Exercising at Peak 180 when he was still at Oakcliff Last October, Oakcliff collaborated with New York Yacht Club American Magic, Challenger for the 36th America’s Cup, to host a week of training & tryouts with Oakcliff graduates. Sean O’Halloran stood out amongst the candidates.  When...

Just like any sport, sailing is evolving quickly with modern technology. With heavier loads, lighter weight, and optimized designs, the boats are faster, more agile, and inherently more dangerous. As the industry shifts from displacement boats to planing and even foiling boats, crew fitness and...

 A little over a year ago, Sara Stone left her career in infectious disease control to become a Sapling at Oakcliff and pursue her dream of doing the Ocean Race. Since graduating from the program, her career has been pedal to the metal; just last week she did bow...

The Offshore Acorns left the dock in Oyster Bay at 6:30am on Monday. With sunny skies and 8 knots of breeze, they had champagne conditions cruising down Long Island Sound towards the first stop of their trip: Mystic, CT. The first half of the trip was spent motoring...

June 30, 2019 (OYSTER BAY, NY) - The day started with the perfect conditions for the six teams to race Swedish Match 40s: 12 knots of breeze and sunny skies. Just after the second flight the breeze shut off. Not long after, a squall...