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Italy vacation: Two weeks - what should I see?

I am a 35 year old American visiting Italy with my brother for two weeks in May. I enjoy art, good food, scenery and history - so Italy will be great. I only have two weeks though! I want to see Florence, Rome and Venice. I assume I can get away with 2 days at each. Besides that, which should I see of the following (the others on my wish list):SienaDolomiti / DolomitesLake ComoMilanBolognaUmbria and Tuscany (mountain villages, etc)AssissiNaples (and Pompei ruins)Amalfi CoastCinque TerreOthers that I have missedThanks!

Answer:

got me on this one. i have no clue.
Hi! I got to tour Italy in 2005. The places I loved were: ROME was my favorite, it was my first time there Verona -- (hey, if you like art and history, this is supposedly the place RomeoJuliet took place!) Florence is great, too and Venice is great, but honestly, it was my least favorite out of all the stops we made on our trip. I was NOT impressed with Genoa -- in case that city pops up in your options. It's supposed to be where Christopher Columbus grew up -- and that's about the only cool thing about it. I found it felt somewhat cloistered and dirty. But I LOVE Italy. You should be able to find something you enjoy anywhere you go there. :) Have a great time! Oh -- and the food is great EVERYWHERE. ;) Let me know what you end up liking best!
I'd recommend at least 3 days in Venice Florence 4 in Rome - that's where the majority of the tourist stuff is. Pisa the Leaning tower is an easy day trip from Florence, and you could add a day in Siena between Florence Rome. You might be able to hit the Lake Como also - between Venice Florence. Enjoy Italy, it ROCKS!
Two weeks is good amount of time. We were there for 5 days. 1. Pisa was my favorite (you can take a 1 hr train from Florence, half day trip), you could combine a trio to Lucca near Pisa. 2. Rome needs at least 5 days to do justice if you want to do the Vatican city too (worth it). 3. Venice 1 day may be enough, My suggestion is to stay in Mestre as you may find better rates and hotels. and is convenient to commute. Important: Remember to buy souvenirs. I wish I had picked a Colosseum miniature, and a murano glass sovn.:( Enjoy your trip. Another trip: Night trains are a great way to save time.

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