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At first I was going with the obvious and logical -
Pot to boil water
Knife to make things, clean fish and game etc
Matches duh
Tarp (or tent)
but the more I think about it the more I realize that I'm a resourceful person and I could make do without trying to just cover the basics. If i have nothing to do all day i could make a fucking kickass shelter without a tarp. I may not need matches if I took the hunting rifle, because it is very possible to make fire if you remove a bullet from the cartridge and fire the loose powder into some tinder etc. And then i would have a rifle to shoot boars or pirates or signal with etc.
In other words I would take things that aren't easily replaceable in the wild.
Knife (i know someone will say you can make a knife but fuck that it would be so much better to just have one right off the bat)
Hunting Rifle
Pot
First Aid Kit (or maybe vitamins)
if i could choose a 5th item it would be a fishing rod