Go big or don't go. Philip Island is suppose to be as spectacular as it looks. (A couple of barfers have been there, I believe.)
If you like Rossi, I actually think Misano is a better choice than Mugello, because he lives and works near there. And the sightseeing is better.
Isle of Man for the TT.
Including cars:
Monaco F1
24 Hours of Le Mans.
These have all been on my bucket list. I have done some of them.
I went to Philip Island for the 2017 MotoGP. I was surprised at how crappy the place was. Seemed like a county fair compared to Laguna Seca or COTA. I still had a great time, but it just wasn't what I was expecting.
I agree that F1 in Monaco or Singapore would be sweet.