Thinking about planning a trip down there after deer season and had a couple of questions.

Are hogs pretty much all over the state? I will be driving down from Va, so somewhere in northern FL would be best.

If so, could someone recommend an outfitter?

They are everywhere down there. You could save some money on the outfitter and just look for some non-draw WMA's.

What are my chances on a WMA w/o doing much scouting?

Probably not that great, but you should be able to scout as you hunt and find some rooting in the dirt.