We were just in Italy a couple of months ago and had the best time. Like @bundwallah, we recommend LGC Invictos RE. They will not be on the shelf. Ask to speak to the person in charge of Cuban cigars and the humidor.
Be kiss butt friendly, not critical. Ask if they have boxes of Montecristo Linea 1935. This is where got our first ones and have loved them ever since.
Ask if they have any rare singles left for smoking on the trip. Only someone like us FOH would ask this. It will make them proud to share if they have it.
This happens to us every time. If you become brothers they just want to share.
This was in Vienna, after Instagram friend told him we were on our way.