The Pilot Regatta

Who: All are invited
What: The Pilot Regatta with classes for Racing, Cruising, and One Design.
*The summer Laser regatta is being held as a separate event
Where: PYC
When: July 13 and 14
Why: Because sailboat racing is fun. Do you need another reason?

We’ve moved the Pilot Regatta to July 13 and 14 in search of better weather
probabilities and greater event participation. We’re reaching back and remembering
those days when this regatta was a 2 - day event. We think it would be more fun to
spend 2 days racing with you on the water rather than just the one.

We’re planning for the first day to be a longer course race with views of the islands of
Casco Bay, a light house or 2, and if I have my way, Fort Gorges. (July 14th is Bastille
Day and Fort Gorges is the closest thing to the Bastille we have to sail around). This
race will finish near Clapboard Island to bring you all into close proximity of PYC for a
fun evening of good music, good food, and some good socializing with friends you know
and friends you will know.

Day 2 will be a day of shorter course races. It would be really fun to get 3 races on
Sunday. If we can, we will. We’ll plan to start the last race of the day with careful
consideration for getting everyone to the lawn at PYC for a short awards ceremony and
one more chance to visit with your sailing friends off the water.

This will be the final race of the “Casco Bay Challenge" The Casco Bay Challenge is
an award open to all members of Centerboard, Portland and Harraseeket Yacht Clubs.
The Challenge is to race in all 3 regattas (Centerboard Regatta, The
Harraseeket Regatta, and The Pilot Regatta).  That yacht
that competes in all 3 events and has the best overall score is the winner of the Casco
Bay Challenge.  The winner receives free admission to all 3 races in the following year,
a gorgeous hand-crafted rigging knife, and the boat's name on the perpetual trophy.


The Pilot Races began as a One Design series for the several Hinckley Pilots members owned in the mid sixties. It has evolved into a multi division regatta featuring one-design and handicap racing across several classes.

2024 Pilot Regatta Registration structure

PHRF Racing - $125 before 4/15, $150 before 6/15 and $175 until the race

PHRF Cruising & J24/Etchells OD - $100 before 4/15, $125 before 6/15 and $150 until the race

Registration (opens April 1)

The Pilot Regatta Registration

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