News

Mark your calendars for this year’s Doublehanded Offshore Race on July 14-15. The race will be held in modified Melges 24s and continuously live streamed for 24+ hours, allowing spectators to watch every step of the way.  Last year’s groundbreaking event demonstrated that doublehanded offshore sailing...

June 20, 2020 (OYSTER BAY, NEW YORK) – The five teams that raced Match 40s in Oakcliff’s June Grade 5 Regatta were served a mixed bag of conditions. The regatta started in a shifty 4 knot Northerly that swung and built to a gusty 10-12...

June 7, 2020 (OYSTER BAY, NEW YORK) - The Oakcliff Quaranteam Regatta had a slow startwith hot and glassy conditions but the Match 40s jolted to life when a thunderhead rolledthrough bringing rain and 16 knots gusting 20 with 30 degree wind oscillations. Out of...

Oakcliff's Performance Party Buff (patent-pending). Keep your face covered while drinking socially. BUY HERE. Oakcliff continues to lead the way towards safe Covid-19 boating as featured in Newsday and Sailing Magazine. Just days after the start of the quarantine, the Oakcliff team began developing a protocol...

GRAD DOING GREAT: CHRIS KENNEDY Chris Kennedy first came to Oakcliff in the summer of 2012 after graduating from the University of Virginia with a B.S. in Aerospace Engineering. He was one of the earliest Sapling classes and accepted a job offer at Oakcliff at the...

Newport, R.I. (February 5, 2020) – The C. Thomas Clagett, Jr. Memorial Clinic and Regatta and Oakcliff Sailing are pleased to announce that the fifth annual Clagett/Oakcliff Match Race Clinegatta for sailors with disabilities will be held on September 18-20, 2020. Sagamore Yacht Club will...

While countless people are breaking out their lederhosens to celebrate Oktoberfest, Oakcliff is bringing in a mechanical bull to the party...

OYSTER BAY, NEW YORK (October, 7, 2019) – The third and final stage of the Oakcliff Triple Crown Series wrapped up with big breeze in five Olympic classes...

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...