i did the whole student wander thing when i were younger (about 7years ago now.. damn that makes me feel old), travelled with a friend across asia. didn't really have a gameplan of where to where, we just wanted to take 3months between semesters and see what we could see.
did it with my friend Kay, probably helped cause she had always been more level headed about things.. i've always had the thing of act first, worry about consequences later. (she kept me out of some serious trouble heh)
money was never a big issue doing it, because most of the time you'll find there's hostels which are quite cheap; and bars don't mind hiring staff for a day or so for cash-in-hand. don't know if it's the same in this contry so much, but given the amount of european backpackers doing that sort of thing; can only assume it's not that different.
something i'd suggest is a pop-tent, and budget a bit of cash for food. apart from that you should be able to get most of what you want on the way. realistically the distance you're going won't take too long, i mean i've done that distance before no my own just to see how long it'd take. (i'm too curious about things lol)
doing it on the south coast is probably best, as it's a much friendlier area of the country. i'd personally say if you want to do something, go for it.. but i'm sure there's probably some sorta voice of reason that people are adding that should be taken into consideration.