Hello! Here is my current itinerary for Italy this summer (It's my first time, but wife visited years ago when she was in college). Wife is much more interested in the Renaissance art, and I'm looking forward to food and culture. We know we're leaving out Rome but feel that's the right call for the pace we like to go on during our travels.
Land in Milan, train straight to Varenna/Como (two nights) > Venice (two nights) > Florence (four nights) > Tuscany (five nights) > Fly out of Florence.
The plan in Tuscany is to rent a car, stay at an agriturismo, and do some day trips but also slow down and just enjoy some time in the countryside like with wine tastings or cooking classes. My question is if the area around San Gimignano is the right call for this. It seems like within driving distance we have San Gimignano, Poggibonsi, Certaldo, Colle di Val d'Elsa, and Volterra. The other reason for this area is that it's only about an hour from the airport, so we won't feel terribly rushed trying to make our flight home.
The other agriturismo we're looking at is near Ginestra Fiorentina, and I'm not seeing a whole lot in that area that would make it a good base, but it would be better as a staycation it looks like.
Any thoughts or advice here? Thanks.