I used to travel a bit overseas and we were constantly warned by hotel staff to not venture out of certain areas (Bahamas) ... we kind of took it as them attempting to just keep us in their complex in order to pilfer more money from us but when we did wander out it was a different world out there. I can see a lot of logic behind not carrying everything with you at once though - i would imagine that would be just horrible.
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it's probably not as bad as you think but more of a stark contrast of how nice the surroundings are inside the complex compared to outside. I know that once i got out of my comfort zone when traveling some really amazing stuff happened. I was very rarely faced with any sort of danger that wasn't just the usual drunken shenanigans at bars.