While I can't speak for Italy specifically, I know I've ordered packages from all over the world dispatched to me with fake declaration info (even if the contents are legal - to avoid duties) and have never once had any issues getting them and the sellers who do this have only ever been caught if they used real return addresses (that didn't belong to the sender, but did belong to real businesses), an illicit package was sent to it, and that business saw what was inside and called police.

Even the risk from that could be mitigated, but that's unnecessary to send paintings.

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