โAll good music, whatever its date, is ageless - as alive and significant today as it was when it was written.โž
-Peter Warlock

Five songs couldn't compare an entire italian musical heritage, but I chose to recommend them because they deserve to be known, to be listened to.

1. Amore che vieni, amore che vai (Fabrizio De Andrรฉ, 1968). It's hard to translate the title, but the song is about love that comes, love that goes.

2. Anna e Marco (Lucio Dalla, 1979). The song is about a boy and a girl from the suburbs who want to escape from their everyday life. They will meet at a discotheque, where they will "swap their skin* and start to fly".

*This expression refers to the act of kissing.

3. Un'estate al mare (Giuni Russo, 1981). Its title means "A Summer at the seaside". You could listen to it while you dream about summer or when it's summertime. It's pretty catchy and lovable.

4. La canzone dell'amore perduto (De Andrรฉ, 1974). Its title gives a full explanation: "The song of the lost love".

5. Il mio canto libero (Lucio Battisti, 1972). It's a love song. The loved beloved woman is defined as a "free song"(canto libero) in a world that is a slave.
"The song deals with individual freedom, describing the feelings of a young couple which faces with hope the difficult moment when they have to start living as adults, while feeling a shared sense of alienation within a society they consider hypocritical." (source: wikipedia)

I've made a playlist with these five songs so you don't have to search them. I hope you'll like them.

https://www.youtube.com/playlist?list=PLIluL8f2IZpC-lvSdh8L4gFUsj-9v4x8v