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Daithetooth
I've thought about it and done a bit of research but not done it.
There's an article on the Web somewhere but an Israeli guy who did it.
It goes over the col de montgenevre which is one of the earliest alpine passes to open, usually in May I think.
The road down the Italian coast from rimini onwards looks pretty boring. Was going to be the Tcr route last year. Apparently you can't even see the sea as there's a railway embankment in the way.