Q1: What is the single best way to say Happy New Year to an Italian friend?
A1: The most authentic, universal spoken phrase is simply Buon anno! If you are sending a text message, writing Tanti auguri di buon anno! (Many wishes for a good year!) strikes the perfect balance of warmth and idiomatic fluency.
Q2: Is it rude to say "Felice anno nuovo"?
A2: It is not rude, but it sounds unnatural and formulaic in casual spoken Italian. Native speakers will understand you immediately, yet the phrase signals that you are translating directly from the English "Happy New Year" rather than using the native phrasing.
Q3: How do you properly toast at midnight on New Year's Eve in Italy?
A3: Raise a flute of Italian sparkling wine, look the person directly in the eyes as your glasses touch, and say Salute! (To health) or Cin cin! (Cheers). Never toast with an empty glass or with water, and gently tap the glass against the table before taking your first sip.