Take a look at my itinerary!!! Please :)

It's a matter of personal preference but in Sicily I would spend more time and wouldn't necessarily choose Cefalu as a base. If you don't have a car, Palermo would make a better base. If you do have a car, then anywhere outside of Palermo would do. Try to see if you can increase Sicily by at least a few days. 3 days in Positano are ok. 3 days in Rome are ok. Florence is in Tuscany, therefore I don't understand the travel day from Tuscany to Florence. You have 8 full days spent in Florence+Tuscany. You might be able to cut some and add to Sicily above. If you don't have a car, you should spend all your Tuscan days in Florence. If you do have a car for partial time, find accommodations outside Florence while you have a car. 2 days in Venice are ok. Do you need 2 days in Milan? You can cut that down to one if you want. Also leave Milan for last, if you depart from Milan. Switch with Lake Como. Go to lake como from Venice, then leave Milan for last. Spend in Milan the night before your flight home, and the night before (2 nights in Milan=one full day). Add that day in Milan to Sicily.
3 days in lake como are ok. That's my 2 cents.

THANK YOU!!! I just realized I put Tuscany with Florence too! I think spending more time in Sicily would be wonderful, great idea. Thank you so much again.

I am noticing I have a few extra days even with 6 days in Sicily. Anywhere else you would recommend??

You could easily add a couple of days in the Cinque Terre between Rome and Tuscany. If you are interested in visiting Pompeii, I'd add a day to the Amalfi Coast for it. It's a little hard to make recommendations without knowing what your interests are. If you love Renaissance art and architecture (especially sculpture), 4 days in Florence is barely enough. If you don't, 2 days may be too much.

Six days in Sicily aren't much at all. You could easily spend a month in Sicily alone and not see everything. Take a look at the website below: http://www.bestofsicily.com/ 6 days aren't even enough to do half of Sicily's top 12 in the same website: http://www.bestofsicily.com/top12.htm

Here are some of my interests: - Nature (ocean, country, lakes, mountains, etc...) - Castles - Food... I love good food!! - I love towns that have cute/unique architecture. - I would like experience Italy's culture and not just go to the "tourist" places. Things I am not interested in: - I am not interested in taking tours - I am not wanting to pay to go see museums or exhibits (on a budget)
- I would like to try and avoid crowds, but I know I am going during a high season so this may be difficult I am also having a hard time figuring out how to get from one place to another. For example from Sicily to Pasitano I hear this is a long train ride and some said its best to fly. Should I rely more on trains or buses? Sorry for all the questions!!! Starting this can be somewhat overwhelming!

christine, I haven't looked at all of your Itinerary, but on the question of transportation from Sicily to Positano, the best route might be a flight from Palermo or Catania to Naples, then train to Sorrento and Bus to Positano. Note that Positano does NOT have any rail service. I haven't checked the flights but I believe Alitalia and Meridiana have flights from Catania to Naples and Alitalia and Volotea have flights from Palermo to Naples. It's about a one hour flight in both cases. Happy travels!

Then, to emphasis from my previous post, I don't think there's much for you in Florence. There are some beautiful sculptures outside in the piazza della Signoria, but the "best churches" have entrance fees, and the museum fees are pretty high. There's not much quaint or charming, though the market is quite extensive and there are bargains to be had. You could probably visit Florence as a day trip from wherever you will be staying in Tuscany. The Cinque Terre would probably appeal to you, but I don't know if there are any bargain accommodations to be had. I found lodgings there to be relatively high for Italy. You might find better deals at some of the coastal towns farther along the coast.