Some further evidence from playing just now. My friend was sailing the ship and the wind was at our backs, he had to take a phone call so I took over and the moment I sat down the wind abruptly spun around 180 degrees and is blowing in my face. Aaaaaaaaaa

Oh I know about tacking and do that as much as I can, but still find it curious that the wind is always the exact opposite of my intended course lol