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I still watch Survivorman when there's a new episode. Longest he stays out is 10 days, but always without supplies and films everything himself.

Naked and afraid is pretty good too. The naked part being completely unnecessary but the show gives a good idea how difficult it really is even for people with plenty of survival training. Plus the risks, some participants are still dealing with health problems months after the show. Most don't really survive, just somehow manage to last the 21 days.