Italy Ideas

I'm looking for any tips, ideas, food, hints, places to go and what to see while in Italy.

On September 26 i'll be going to Italy with Karrie and her mom and some of their friends. We are going for 10 days, 2 days spent flying, and coming back October 5th. Our hotel for the 8 days will be in Rome.
Here are the places we are planning to visit. Most city's are +- 350 miles north of Rome and we plan to visit for only a day each:

1. Rome - Trevi Fountain (5 minute walk from the hotel), St. Peters Basilica (30 minute walk from the hotel), Pantheon, Piazza di Spagna (Spanish Steps), Piazza Navona, The Sistine Chapel
2. Florence - Academia (Michaelangelo's David)
3. Venice - ???
4. Milan - ???
5. Vatican City - what is a good day to go? Sunday or during the week?
6. Pisa - the tower with the poor foundation

We are thinking of getting a 4 day Eurail train ticket to get to the different cities, but it will cost around $250.

Anyone have any thoughts as to things we should see?

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