I've lived in the Bay area, the San Diego area, and now in Minnesota. I've sailed all three. Chula Vista, where my house was had the mildest weather in the continental US. Average mean temperature difference of 5º between summer and winter.
June Glum, no wind until after 2 PM, Bah ! Try on the hard for 6 frozen months. Wool caps and gloves for the April launch, Wool caps and gloves for the Oct retrieval. Too hot and still to sail in July and August.
I miss going sailing every evening after work with maybe a light jacket and no mosquito repellent.