News

Oakcliff Training Program Director, Ethan Johnson, and Cat Chimney, Technical Specialist & Rigger, traveled to Ethan’s stomping grounds, the Old Line State of Maryland, to compete in the 2019 Annapolis Yacht Club Double-Handed Distance Race. With the support of their sponsor, CFOforaday, they entered in...

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...

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 ...

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...

 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...

Oakcliff’s three Farr 40s and the Open 30 Overproof embarked on the Annapolis to Newport Race at 11am on Saturday, June 8. For the first 15 hours of the race, the teams juggled their jibs and Code Zeros reaching out of the Chesapeake Bay. Farr 40s Blue and...

OYSTER BAY, NEW YORK (June 2, 2019) – Pearson Potts, the 2017 US Match Racing Champion (USMRC), lived up to his title at Oakcliff’s June Grade 3 regatta where, out of eight races, he only incurred one loss to second place finisher Chris Poole. Potts...

The send button on this week’s newsletter was clicked prematurely and the coolest news from last weekend wound up on the digital cutting room floor. We apologize for the mix-up but hope you enjoy this Block Island bonus. After blitzkrieging through the Melges 24 Distance Race...

OYSTER BAY, NEW YORK (May 19, 2019) - For most of the six teams in Oakcliff’s May Grade 4 Regatta, it was the first match race regatta of the season so the teams who came out on top were the ones who shook off the...