It means he will make sure of the doctor. 'To gammon' on a ship means 'to tie up securely'. Long John Silver doesn't mean he'll tie the doctor up, he means he'll make sure that the does what he wants. I guess 'ile' is how he pronounces 'oil'. He means he'll get him drunk. It's an excellent book, isn't it? :)

The equivalent would be: ...I'll keep fooling (playing along with) the doctor, even if I have to shine his boots with brandy. "Ile" was a sort of grease, a treatment for shoes and boot leather. The idea of treating his boots with brandy, which was (and is) very expensive, gave the impression that he would do anything necessary to keep the doctor thinking he was friendly.

Not sure - why are you spending your time learning this?! No one knows what half of it means. I think it means he will beat him, if he has to get him drunk. Nautical terms, gammon = the bowsprit (front) so I wondered if it meant tying him there, like the leg of a pig (salted pork= gammon). But ile his boots = not sure, I think it might be some type of alcohol - I'm guessing he wants to defeat the doctor (back gammon is a game) - and ile his boots might mean get him drunk. Best guess I can give.

deception