Aug 30, 2026

Round the Island Race on September 2nd

Yay! September 2nd is the James H Wilson Round the Island Race. It's our annual crazy race when we remember Jimmy Wilson.

We race out of the Miles River, sail around Herring Island either direction, and then back to the finish. It's usually about 6.5 nm. The starting line is perpendicular to the course to the first mark. That means we're likely going to have a reaching or downwind start.

There will be log canoes out there starting with the cruising class. They are generally less maneuverable than you, so be nice. They are in their own class, so there is no reason to crush them at the start.

There are special sailing instructions. You can see the sailing instructions here:

https://drive.google.com/file/d/150t7vwes-F5euzEc-KEefhha3nhQOCDV/view?usp=drive_link


What is up with this crazy race?!? Well, Fun. This is supposed to be a fun race in a different format. This race also has a long history with the log canoe fleet (it used to be called the Bigelow Cup) and with CBYRA. Mr. Jimmy loved this race and ran it every year for a long time. There are special trophies for this race.

We all miss racing against Mr. Jimmy, so we run this race in his memory. Come out to have fun! We might see some other competitors who typically do not come out for Wednesday nights. It's all good. New boats and log canoes mean lots of people who don't understand the rules like you do. Breathe deep and sail fast.

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