2025 Chesapeake Bay ILCA Masters Championship
The 44th Chesapeake Bay ILCA Masters Championship wrapped up this weekend with three races on Saturday — the only races we managed to fit in before the wind completely disappeared.
As the event chairman, my regatta began weeks earlier: coordinating volunteers, designing t-shirts, getting registration open, and finally pulling together all the last-minute details that make the weekend run smoothly. By Thursday evening, I was at the club unloading gear and taking in a spectacular sunset over Fishing Bay – a calm start to what would turn out to be a very light-air weekend.

Friday was all about setup and organization. Competitors started rolling in by afternoon, and I spent much of the day helping sailors unload and get settled. That evening, I helped make race committee lunches and run through a few “what if” plans with the PRO – particularly what we’d do if Saturday morning brought the forecasted calm.
Sure enough, Saturday morning delivered exactly what we expected: no wind. Working with our PRO, we made an early call to postpone racing before the skippers’ meeting so no one had to rush to rig up. The forecast hinted at a late-afternoon breeze, so we mapped out the latest possible start time that would still get everyone home before dark.

Luck was on our side — around 1:30 p.m., a light easterly began to fill in. We dropped the postponement flag and got the first race off at 2:30. It wasn’t perfect breeze, but it was steady enough to race without a guessing game over wind direction.

The first race was a one-lap, modified windward-leeward. I didn’t get off the line well – squeezed out mid-line – but found clear air to the right and salvaged a mid-fleet finish in 16th. Up front, Dave Chapin, Alex Jacob, and Rob Whittemore showed great pace in the tricky conditions.
Race two started with more pressure and tighter racing. I got off cleanly about two-thirds down the line, tacked back to the right early, and rounded the top mark in fourth. I lost a few boats upwind after sailing into a patch of nothing, but clawed back one or two on the final downwind to finish ninth. Mike C and Laura were right in the mix – it was great, close racing all around.

For the third and final race, the course shifted slightly right. I went hard right on the beat, but couldn’t quite make it pay off. Rob W nailed this one, sailing a textbook race to take the win. With daylight fading, that was it for the day – three solid races in the books.
Back ashore, Alain and his team served up a fantastic dinner that evening. Alain’s longtime friend Michel shared stories of how he first got Alain into sailing decades ago ago. We lingered over good food and conversation before heading to the camping area to unwind under clear skies.
Sunday morning dawned calm once again. We postponed and waited, but it soon became clear the breeze wasn’t coming. Racing was abandoned, and Saturday’s results stood – putting me as the top Apprentice Master in the ILCA 7 fleet.

Huge thanks to Rick and the race committee for making the most of the conditions and running great races when we had the chance. Thanks also to Alain, Michel, John G., Janice, Jess, Sabri, Britt, and everyone else who made things run smoothly off the water.
Even with the light winds, the 44th Chesapeake Bay ILCA Masters Championship was a success – a weekend of good sailing, good food, and even better company.
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