Have you searched for things like this?
https://www.tuscan-wine-tours.com/about-us
It is a legitimate Tuscan wine tour place based in Florence that has been in business for many years. Unless you have a personal relationship with your hotel, they are just going to send you with their friend who may know nothing about wine. There are many good companies like this. Above is a link to one of many wine tour places based in Florence.
It sounds a heck of a lot better than your hotel just hiring you a $55 an hour chauffeur.