The wife/fiance/girlfriend and I
Well, I'd make sure and get a 3 or 4 bedroom place, or else the four of you will have space issues. I don't know much about Portland, since I grew up about 6 hours north of there in Caribou, but if you are visiting Baxter State Pahk, Bah Haboah or northwards let me know, I can give you some tips for those areas.
Oh, get some Tim Sample tapes, some Bert and I tapes (or MP3's), learn to rip on people from Boston, learn to state the obvious when asked a dumb question, and for gawd sakes, don't ever call someone from Maine a Maineiac, they are Mainers.