Thursday Night Classics

Thursday Night Classics - CaperOverview

Classics racing in Oyster Bay, New York, is there a better way to indulge oneself in the time of high end sailboat racing before 1980?
The criteria for entering a race boat into the series is that it must have been either built, or designed before 1980 and can include replicas of classic yachts. Hence you can feel the same feelings of those who raced before you, the same nuances of older wooden boats, and the same thrill and satisfaction when it cuts cleanly through the water, carving through it a path from boats over a hundred years old, that have stood the test of time.

Join SailAhead in putting together veterans as crew on these sometimes relaxing, other times very intense classic races.

The who's who of our Classics Race Program:

Dawn RileyDawn Riley

Mentor and so much more!

As CEO and captain of America True, Dawn Riley was the first woman to manage an America’s Cup sailing team. She has raced on four America’s Cup and two Whitbread (now Volvo Ocean Race) teams. Dawn is the former president of the Woman’s Sports Foundation, serves on the board of US Sailing, and is an adviser to several public service organizations.
Dawn currently serves as the Executive Director of Oakcliff Sailing Center.

For more information on Dawn Riley, please visit her website

Call SailAhead at (631) 831-8763 for more information on past and future events.

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Contact Us

32 Greenhills Road
Huntington Station, NY 11746

e: info [at]
p: 631.831.8763

40º52'43.86" N
73º31'03.21" W

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