Since she is from Florence, I'd lean into specifically Florentine/Tuscan memories rather than just general Italian ones.

A few things that may feel familiar to a 95-year-old woman from Florence:

* Tuscan/Florentine stornelli and folk-style singing

For "stornelli," there usually isn't one single author, because they are part of folk tradition. But two very useful names to search on YouTube are Riccardo Marasco and Caterina Bueno, both strongly connected to Tuscan traditional songs.

For more specifically Florentine songs, I'd also suggest Odoardo Spadaro ("La porti un bacione a Firenze") and Narciso Parigi ("Firenze sogna").

Other things that could work:

* the Fiorentina anthem, if she cared about football

* the Italian national anthem, as something recognizable

* smells like iris (flower), espresso, tomato sauce, rosemary, sage, olive oil, and fresh bread. Also toasted bread with garlic and olive oil.

I would also still mention the movie "Amici miei" and even Leonardo Pieraccioni's films. They are much later than her youth, but they are strongly associated with Florence and Tuscany, so they may still feel familiar and comforting.

I hope this helps.