Finalized Itinerary

Your latest Itinerary looks quite reasonable. You've avoided any one night stops except for the final night in Milan, which is good. I'm assuming you've already bought your air tickets, which is the reason you can't use open-jaw flights?

Have you worked out which sights you're going to be seeing in each location? You might find it helpful to have a look at the Italy guidebook, as there's an enormous amount of information there on the sights, opening & closing times, which days they're closed, admission prices, etc. There's also reliable restaurant suggestions and lots of other items.

One popular day trip from Florence is to travel by Bus to Siena, as the trip is only about an hour each way. The Bus drops passengers in the main part of town rather than at the bottom of the hill where the rail station is located, so that's an advantage. At that time of year, you could also consider Lucca.

I may have missed it in your earlier postings. Why are you not flying into Rome and home from Milan? That would be more convenient and cheaper.

Frank, We were able to get roundtrip, non-stop air from New York to Milan for only $650.00. That is over 350.00 per person less expensive than anything else I found and trust me I spent a lot of time searching air. I know it is not ideal but we already have purchased the tickets so it is what it is