SAM,
Have you ever heard the the description that Florence is like Boston and Rome is like NYC. Well, from an American point of view it is true.
You cannot see and appreciate Boston in one day. You cannot see and appreciate NYC in 1 day.
My God man, Rome is the original city. It had 1 million inhabitants 2000 years ago. Vatican City is just that, a city. You can see it in one day like you were flying over it in a plane. The Vatican itself is the most impressive piece of architecture in the world.
You could spend a month in Florence and you would then start to know all the places you haven't seen.
That being said, you have already planned it and only have a limited time so here goes: Milan is very unimpressive. It is an industrial town. It is in Italy and the culture is Italian but if you can just skip it and move on to Florence. Rome is the best. The original NYC. Ride the taxis. They will save you time and they are a blast. Take in the history and awe of the Pantheon. It is the oldest continuously occupied building in the world. Have lunch in the surrounding square. Do the Caesar shuffle. Pantheon to Trevi fountain to Spanish steps. it is touristy but hey, you're a tourist. Stop for gelato everywhere. Have dinner at a sidewalk cafe. Do not buy much stuff, it is a pain to carry. Tour the Coliseum. Hook up with a guided tour. 10 bucks or so. Usually college kids, but they are soooo proud of their heritage. As they like to say, there are Italians and then there are Romans. Walk the Forum. You can absolutely feel the history. Ignore the North African counterfeit hawkers. Have some more gelato. Stay up all night. (Espressos help here).
Pisa sounds like a relaxing day. There is not much to the town other than the main square but get there early, get a reservation to walk up the Tower, (you might have to wait 5 or 6 hours) and then walk around town. Walk slow. Live Le Dolce Vita. Stay away from the crap stands and walk the back streets.
Enjoy yourself and always be planning your return trip for your second honeymoon.
__________________
I am just a simple man trying to make my way in the universe...
"Go confidently in the direction of your dreams. Live the life you have imagined." - Thoreau
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