I do this run every fall with the local Mustang club. If the weather is good.
I do cold but not rain. It's about 700km for me round trip. Some of the best roads in Ontario. Nothing like being the odd duck. Northern Ontario cruise in late fall, 40+ Mustangs with the heat on and then me in the middle with snow suit and a toque driving a roadster with no heat. I usually detail and store the car the next week.
Then itch and twitch until spring.