When I was on the west coast it was April, and I was travelling on sealed roads.
I guess riding on dirt roads there in heavy rain could be an issue.
Maybe you just need to plan a few different options and see how the weather turns out while you are there.
I think a full lap of Tassie is the way to go but I'm sure you'll find interesting trails to ride wherever you go down there.
I've also ridden to Port Arthur in winter and the road was quite icy in places.
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