re: T-ZERO DAYS until Italy, final logistics to-do list

Clothes- If you're doing churches, it is at least strongly recommended to have pants and covered shoulders. It might be a requirement. I didn't want to be that guy, and I always wear shorts and a polo here.

Rome from the Airport should be right at €48. Flat rate for all. We had our air BnB set a guy up for us. He charged us that. Saw it on a taxi a few days later. Uber might be cheaper.

In Florence, We did a tour with Walks of Italy. (Did a Vatican & Coloseum one with them too. All excellent, 5*). It was called Florence in a day. It was amazing. The guide was incredible. Highly recommend them.

Tuscany
We did a wine tour with Grape Tours. Two wineries and an old village. Really good wine. I bought 1/2 a case from each.

Tenuta Torciano. Call them or email them. Ask them to set you up with Franco. He'll take you to Siena, then to the winery, and then finish in San Gimignano. We had lunch at the winery and tasted 10-12 wines. By taste, I mean we got dialed in. I bought a case of wine here.