Well, I've never tried to anchor in Winter Harbor in anything with E in it, nor would I try, but there is something about the terrain in there that funnels and amplifies a breeze from the westerly direction. The times I've been in there in NW breezes, anchored once, moved on another time, I encountered that funneling. Could be the same in W or SW but I don't recall any such amplification on a typical settled summer evening. Anything is possible I recall a rich clam bed just past the rock to the north. Yum!!