Lost Cites is an interesting site that may give you some inspiration to visit some ancient building sites. Lost cities contains very nice pictures of these ancient locations and descriptions about them.
On way to travel and really see the culture of a country is to live there and work. Teaching english is one popular way to do this. You get to interact with people for a longer period of time in everyday situations and make long lasting friendships.
Cinque Terra is an awesome location and one of my favourites in Italy. There is a train line that runs between the 5 towns along the coastline south of Milan.