Visa for Italy, leaving on flight to Lisbon 9/4/18 scheduled arrival in Rome 9/5/18
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- From the tag us-visa-waiver-program I guess you are an US citizen. (Using the tag that way is wrong, by the way, the program is for visitors to the US.)
- As an US citizen, you would need a long-stay visa to visit Italy for more than 90 days out of every 180 days. The Vatican is de facto treated as part of the Schengen territory.
- You might go to the Vatican visa-free and then stay on Vatican territory after your free days run out, but documenting that would be difficult. There could be problems on departure if your claims that you did not overstay on Italian territory are not believed.
- For details on long-stay visa, ask on Expatriates Stack Exchange.
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Source: stackoverflow.com
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