I think so.....might not get a well balanced diet....and it would be lonely without a good woman....or even a bad one ;-)
No, I'd go insane. Give me someone to talk to and I'm sure I'll manage though
I would like to think so. I'm pretty resourceful. Also I had some wilderness training in scouts.
If there we sufficient foodstuffs and freshwater, yes
Any woman? If not hell no.
Depends a lot on the natural resources the island had to offer.