Cool deal, man. Best of luck to ya.
I was on the island for the 2nd doe hunt, and I've hunted the doe hunts twice before.
I will warn you ahead of time - in years past, deer sign was absolutely nuts, to the point that it was actually hard to decipher where a good spot was versus just "any ole spot where deer wandered through".
The island experienced a massive flooding event last year that changed some things since the last time I was there. Deer sign was down substantially. The side benefit was that it appears to have driven off all those stupid armadillos (I never saw one, for once).
The population reduction mainly meant (for me) that finding decent amounts of fresh sign was actually meaningful (whereas before it was just commonplace). I ended shooting my first doe on this hunt - the other times I just botched the job and didn't get an arrow let loose.
Do you have a 4-wheeler? The island is absolutely gigantic, and there are many nooks and crannies that will only be accessible by riding for a while. Since so much of the island is farmed, it spreads the huntable timber strips out quite a lot (but actually makes it a bit easier to hunt, by funneling them down some). There are some spots that are OK to hunt within walking distance of the road, you're just going to have to watch for other hunters moving in on you.
After hunting it for three different weekends, I can only claim modest knowledge of about 15 percent of the timbered portions, if that's any indication.
The buck hunt will have lower numbers of hunters, however, so at least you will have less problems of fighting for spots. It hasn't been raining that much here, so your chances seem OK for having the roads open all the way to the end (better for you if you lack a 4-wheeler).