My husband and I are planning a trip to the region in November with another couple. We will be spending two days in Rome and then want to head to Tuscany to experience wine tasting, a cooking class, the olive oil harvest, truffle season and wonderful food (recommendations for any of these are welcome!) We looked for somewhere to stay and many B and Bs and places are closed. We found a beautiful villa for a good price, since it is off season, but it is outside Castiglion Fiorentino. It fits our desire to be able to socialize together (as opposed to independent hotel rooms) and would relaxing after the hustle and bustle of our daily lives and Rome. We are considering this accommodation, but we would like to be able to enjoy different restaurants and wine and are worried about all the driving that it might require if we stay in the countryside. Are there cars for hire (taxis etc) like in the US to take us to and from dinner? Otherwise, is there a city, ie Florence, Cortona etc that we should make our base and just do day trips to these activities?
I know it must be hard to make recommendations when you don't know the people as to what is best, but any and all advice would be greatly appreciated!!
Thank you.