In the
previous arrowprevious arrow
next arrownext arrow

Official Training Partner of


You don’t have to be the best,
you have to want to be the best.

Oakcliff accepts trainees with a wide variety of skill levels at a wide range of ages, from absolute beginner sailor to seasoned racer. What we look for is a drive to succeed. If you’re wondering if Oakcliff is right for you, don’t ask yourself, “Am I good enough?” Ask yourself, “Do I want it badly enough?” Trainees who are self-driven, organized, and motivated thrive in Oakcliff’s flexible training environment.

Programs with flexibility for
your projects and goals

Our program schedules a mix of sailing, boat work, and physical training. We encourage trainees to get interested and show initiatives in their own projects. Have you discovered an interest in sailmaking? Or want to learn all there is to know about managing a sailing team or becoming a boat captain? We will make room in the program schedule so you can pursue your passions.

Joining Oakcliff means joining a group of driven, like-minded individuals ready to take on the world of sailing.

The Latest from Oakcliff

Snow and Muller Take Triple Crown Stage Two

Sunday, October 3, 2021 (OYSTER BAY, NEW YORK) – Oakcliff’s Olympic class Triple Crown series continued this weekend, with eight 49er teams vying for over $35,000 in prize grants. Oakcliff’s goal in hosting the Triple Crown is not only to help teams get established with

Read More »

A Conversation with Olympic Hopeful Ravi Parent

Nacra 17 Olympic hopeful Ravi Parent stopped by the office recently to update us on his progress towards the 2024 Olympics (and beyond). Ravi has recently partnered with Oakcliff graduate Sarah Stone for his next quad, as well as began working a part-time job in

Read More »

Cormac Murphy Wins August Grade 3

Competitors battled hard in light winds at Oakcliff’s August Grade 3 August 14-15. Cormac Murphy took first place, continuing his winning streak from July, where he took the win at the  Grade 5 and Grade 4 regattas. Jack Parkin took second, while World Match Racing

Read More »

Development Director

Reports to: Executive Director Oakcliff is a training and coaching center located in Oyster Bay NY with an America’s Cup-like campus consisting of a boat shop, boat yard, meeting spaces and a fleet of over 100 boats.  The Development Director is responsible for Oakcliff’s revenue

Read More »

Proudly Sponsored By