dont know about the free room and board (where cockroaches are considered a luxury) but can see them putting me on the next plane out with a “don’t come back” message.
Or they might like to show me what a thorough customs search is like (before they put me on that plane).
Am quite sure they wont find hat cool and ask to keep it as usually happens to baseball caps I take along (by now every Cuban must have a dozen baseball caps sicne its a common item for canadians to take along to pass out)