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A German wandering apprentice carries the following items:
>1 black wide-brimmed hat
>3 collar-less white shirts
>3 sets of underwear
>1 black corduroy vest
>1 black corduroy jacket
>colored tie
>1 pair of black boots or shoes
>golden earring (to pay for the funeral if you die on your journey)
>pocket watch
>1 travel book
>long walking stick, made out of twisted wood
>sleeping bag
>tooth brush+tooth paste
>tools for his work
>88x88cm cloth to wrap his belongings
But they work for accomodation or are supported by local groups, so they usually don't sleep outside in bad weather. But I did see one crossing the alps on foot to get work in Switzerland. (They aren't allowed to own vehicles or use public transportation)
