Well, just read through this thread. What a trip (the thread). Lol.
I am no expert but on our one and only trip (which was supposed to be the first of many) we did some things that made the trip better.
Venice - yes, it is a wandering place. We wandered everywhere and had a fantastic time. We did a gondola ride just for the picture, but we have fun memories too. Our gondolier, dressed in the traditional way, smoked like a stack and talked on his cell phone throughout. We still laugh about it. We are glad that we have the picture. We stayed at the Hotel Bucintoro (for a map reference) and from a walking perspective it felt kind of far away when we returned every night. With some mobility issues, I would get closer to the center of Venice because you are on foot in a lot of Venice. Fwiw (this could be stale info) we booked this place because when bundled with airfare on Expedia the hotel was essentially free - i.e air+hotel on Expedia was about $100 more than airfare alone booked on the airlines website. With Expedia bookings, I always hold my breath. The customer service is usually a 3/10 on a good day.
Florence - our best stay. We stayed at a B&B run by a couple, one of whom was a chef who provided a delicious breakfast every morning and would prepare a dinner for you for a few extra $$. They were a font of knowledge and they are the reason that we walked around town on Notte Bianca, and were able to have fabulous pizza at a hole in the wall place that we wouldn't have found otherwise. It was just across the street from Boboli Gardens.
http://gigliobianco.it/ We took a bus tour to the Chianti region that left from Florence. It was just ok - bus tours aren't my thing, but at least we were able to see that region.
Manarola - This is the place that I thought we would like the best because of the hiking and natural beauty, but for us, the Italian cities were the star of the show. With mobility issues, Cinque Terre would be a nightmare, imo. It was beautiful and wow, this place provide some funny stories, but I don't think that it would work for you guys (not that you were considering it anyway). This was the place where we hiked in rain that was falling so hard that we were soaked to the skin, rode the train back to Manarola from Riomaggiore standing the whole way because we were so wet that we were dripping
![Big Grin :D :D](data:image/gif;base64,R0lGODlhAQABAIAAAAAAAP///yH5BAEAAAAALAAAAAABAAEAAAIBRAA7)
, and then discovering why every room at our hotel was stocked with a bottle of Scotch. I hate scotch, but there is truly nothing better when you are soaked to the bone and freezing.
Rome - I truly dreaded the thought of Rome. It seemed big, dirty, and crowded but I was doing this for my husband. It was my absolute favorite place in Italy. The energy of this city is amazing. We hired a private guide for our first day. It was relatively expensive but worth every penny. We saw a lot (almost too much for me to be honest) but we skipped lines, and went to places that we wouldn't have gone on our own. We walked, used the metro and buses so that we would be comfortable with them. (A subway is no big deal, but buses in an unfamiliar city are always a challenge for us because we never know where our stop is). He took us to a food hall so that we could shop try a bunch of different foods, plus we saw other more familiar places throughout the day. I highly recommend a private guide in a large city. He made the remainder of our stay so much better because we felt a bit more familiar with things. (Btw we thought that it was great seeing the Pantheon).
My European must haves - we rarely stay in a hotel, preferring a small B&B. We try to find a place with a host that speaks English, just in case you need help - like when my metro pass wouldn't work in Rome (answer, just go through the turnstile with my husband, lol). Hiring a guide in a large city is helpful for getting your bearings or at least taking a hop-on, hop off bus on day 1. Research how to skip the line at popular places - either with a guide or a small group. At Versailles, we skipped an hour+ long line by booking a €10 tour. Win/win - we got a private tour before the gates opened
and skipped the line. We also try to find audio walking tours - someone mentioned Rick Steves - his audio tour was especially good for the Accademia Gallery in Florence. I also agree about prebooking train tickets between cities - it is just nice to know that you have a seat. FYI, for those of us from cities that don't have subways, the front cars are first class, the ones behind the first two or three are second class. Ask me how I know
I am sure that you will have a fabulous time! One of these days we will get back there. In the mean time, I will travel vicariously though the rest of you.