I. Tour the Uffizi Gallery

I plan on putting my bags down and going straight to the Uffizi Gallery. The Uffizi is one of the oldest and most famous art museums in the world. It houses works by Leonardo da Vinci, Giotto, Titian, Michelangelo, and Raphael, to name a few. Apparently during popular tourist times there can be up to 5 hour waits, but it's worth it.
2. Watch the sunset at the Piazzale Michelangelo
3. Eat AT LEAST one cup of gelato everyday

There are few things in this world I love more than ice cream. I plan on taking advantage of the fact that I'll be living in a city known for its especially delicious gelato. I have also recently researched the tasty treat (on Wikipedia of course) and discovered that gelato, on average, has less sugar and butter fat which makes it ok to eat everyday...right? The main ingredient is nut puree. Italian gelato can also only be kept at its ideal texture and flavor for several days, which means most "gelaterias" make their gelato on site so it's fresh! I want to find a favorite gelato stand and befriend the gelateria.
4. Buy a purse at the Leather Markets
5. Discover everything there is to know about wine
6. Take a Gondola ride in Venice

7. Go to Capri
8. Walk the Sentiero Azzuro through the 5 villages of Cinque Terre

Here's a Cinque Terre Hiking Guide I found online. This will probably come in handy since I've heard it can be confusing.
9. Take a picture "leaning" on the Leaning Tower of Pisa
10. Stand under the Sistine Chapel ceiling
11. See Leonardo's Last Supper in Milan
12. Climb to the top of Florence's Duomo
13. See the original "David" in the Galleria dell' Accademia
14. Stand under the oculus in the Pantheon in Rome
15. Go to the Colosseum
16. Throw a coin into the Trevi Fountain
The legend says that if visitors throw a coin into the Trevi Fountain they are "ensured a return to Rome."
17. Climb to the top of Old St. Peters
18. See the doors on the Florence Baptistery
19. Sit on the Spanish steps in Rome
20. Visit a vineyard in Tuscany
21. Take a day trip to Sienna
22. Fill my tummy with Pasta often
23. See the Laocoon
24. Go to the Arena (Scrovegni) Chapel in Padua to see Giotto's frescoes
25. Visit the Museum of San Marco to see Fra Angelico's frescoes