Hi all,
I spent hours on this forum preparing for our trip and asked many questions. Therefore I am posting about our experience in case it might help others. (This trip involved a few other countries, I am posting the Italian part).
For reference our group had myself and my husband (late forties, our children 17 and 19 and my parents 69 and 76).
We arrived in Italy from Switzerland via de Bernini Express. Due to track work we had to take a bus, and our assigned bus was not leaving for over an hour so we had a lunch at a pizzeria in Tirano, before getting on the bus and then train to Milan. From Milano took a taxi and our Italian adventure began. (3 nights in Milan, Venice and Florence, 4 nights in Rome).
Hotels: Milano - Grand Duca di York - very close to the Duomo. Lovely stay. Bottled water and snacks (fruit and cookies) available in the lobby all the time. A drink included during happy hour. Our room had a mini fridge stocked with water and juice, included in the price and replenished every day. Included breakfast was very good. Venice - Residence Corte Grimani - apartments managed hotel style. They have a front desk up until 4:00 pm. Had a kitchenette and washing/drying machine. It was located a couple of minutes from San Marco. A water taxi can drop you off right in front of the hotel, there is a dock, but, they will charge an extra 15€ each trip as a difficult location to get to. Florence - Hotel Albani - Room was very big, and the bathroom as well. It had a sofa and also had a mini fridge. Breakfast was good as well. A few minutes walk from the Santa Maria Novella train station. Rome - VIcario Suites - These are apartments affiliated to Hotel Nazionale. We rented two of the three units they have. Very spacious. Also had a washer/dryer. Next to the parliament building, several minutes from Piazza Navona. Could purchase breakfast at Hotel Nazionale for 10€.
Travel/transportation This was part of a long trip, and despite all of the required vaccines, COVID-19 was a real worry. For this reason I booked all of the seats first class. This allowed our group sit together with no one else, and also made it easier to deal with our luggage (we each had two carryon size rollers, our personal item, and sometimes extra bags with food). We took Trenitalia Freccias between Milan and Venice, Venice and Florece and Florence and Rome. Thanks to this group we got Cartafreccia and thus got a discount for the teens and the seniors. We also took a high speed train Rome to Naples. In Milan, Venice and Rome we took taxis from the train stations to the hotel. We walked in Florence. In Milan and Florece we walked everywhere. In Venice we walked everywhere except to get to Murano, Burano and Torcello where we took the vaporetto. From Florence we took a day trip to Pisa, Chianti and San Gimignano. Private driver with Driving Guide Tours. From Rome we took a day trip to Naples Pompeii on the the fast train to Naples and then the Circumvesuvina to Pompeii. In Rome we took a few taxis and some Ubers. Our last three days were affected by the taxi strike in Rome, to get to the airport we had to take a hotel shuttle.
Activities: Milan - Best of Milan tour with Last Supper (Walks of Italy), Sforza Castle and Museum, San Mauricio church and the Archeological Museum. Venice: Apart from walking lots of places, did a trip on our won to Burano, Torcello and Burano (in that order), and a Venice in a day tour (Walks of Italy). Florence - Totally on our own, saw Uffizi Gallery, Duomo, Baptistery, Museum, Ponte Vecchio, Accademia, Michaelangelo Plaza and many other plazas. Day trip to Pisa (saw the duomo, baptistery, camposanto and museum, did not climb the tower). Fattoria Saint Appiano for lunch and wine tasting and San Gimignano briefly.
Continued in first comment.