The farthest I have been is Lisbon, but only to the airport, on layover to the Azores. The first time I went to the Azores was off season, so I had to go right over the islands for a layover in Lisbon. I wished the layover was longer so I could explore - although at that time I probably wouldn't since I was alone, it was my first time out of country (except Canada), and was just after 9/11. The second time I went, I got a direct flight from the States to the islands, so no layover. :(