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getsum said..
What what would usually be the best time of the year , for suitable wind, to venture down ?
No way to know these days.

The weather has gone crazy.

In past years I would have said come for a week at the end of September, start of October. We hardly had a miss all through the 2000's and up until a few years ago of some excellent Sou'westers. Then the weather and seasons went crazy.
I would have said come in late january and strong Eastelies for 2-4 days almost every week would be a sure thing. But the weather and seasons have gone crazy.
There are always some very wild fronts between June and September, the ones that bring the big snowfalls on the mountains, but the days are too short and too cold for sailing, and there is a small daylight window to get the right tides, so most of us don't even think about it in that period. Not much fun sail;ing in 6-8 degree air temp with wind chill factor of around zero.