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RE: Preparation Is the Key, Or Is It?
Overthink and over prepared for travel takes all the fun and surprises out of travel.
I would only make sure that I can recover from losing my passport and make sure that I have access to money to return or to "call" (figuratively) for help.
When traveling with young children, I would make an "ID card" with contact information on a card which was then wrapped in clear plastic so that if lost, they have the information necessary.