Press Releases

OC86 in the Chicago Mac. The newest boat in Oakcliff’s fleet, OC86, completed a banner Midwest Circuit this July as part of Oakcliff’s Midwest Maxi program. Under the tutelage of accomplished offshore and America’s Cup sailors Dawn Riley, David “The Rat” Blanchfield, Jim Turner, and Brad...

Peter Holtz races at the David Storrs Memorial Regatta April 18 in Oyster Bay, NY. Lexi Pline / Oakcliff Sailing Oakcliff’s 2021 season opened this weekend with the David Storrs Memorial Regatta in Match 40s. The regatta is held in honor of Match Racing enthusiast, champion...

OYSTER BAY, NY - Once upon a time, America’s Cup great Ted Turner claimed that Great Lake’s most prestigious Mackinac Races were to be sailed on a “mill pond” - only to take back his words as 60mph winds came screaming down the 333 mile...

Competitors head downwind at the Oakcliff International, which is now a stop on the World Match Racing Tour. Lexi Pline / Oakcliff Sailing Oakcliff’s 2021 match racing schedule is now live. The season includes something for racers of all levels as Oakcliff continues to support...

Oakcliff is excited to announce the Oakcliff Match Racing Academy in partnership with the World Match Racing Tour (WMRT). The two-week long intensive program, August 4-15 2021, will be coached by top match racers from the Tour and give trainees an in-depth education in one...

For 10 years, Oakcliff has been raising the caliber of sailing in the United States. This has meant amassing the largest collection of Olympic class boats, awarding more than a million dollars in prize grants to Olympic campaigners and hopefuls through the Triple Crown series,...

Oakcliff’s season-closing Halloween Regatta is always eventful and this year did not disappoint. Remnants of a hurricane cleared through leaving sunny skies for Saturday and transitioned into torrential rain on Sunday.  Pearson Potts and his team the Guardians of the Monohull embraced all aspects including...

Oakcliff’s final Grade 5 match race of the season was won by newcomer (to Oakcliff and to match racing) Benton Amthor representing SUNY Maritime. Roberto Steves took second, while Carrson Pierce grabbed third. See the full results here.  “We really focused on speed, just making the...

[caption id="attachment_375877" align="aligncenter" width="1024"] Kate Bjerregaard and Wesley Bright scream downwind at sundown.[/caption] October 16, 2020 (OYSTER BAY, NEW YORK) - Oakcliff’s second Doublehanded Offshore Race of 2020 was won by Ethan Johnson and Barbara “Baisa” Karpinska in the toughest race yet. Johnson, Oakcliff’s Training Director,...