<human>: I recently graduated college here in the fine city of Charleston, South Carolina, where I majored in historic preservation. Early American architecture is classically inspired, so for the past three years I've planned to go spend a month traveling Italy to see the many sites that I've studied so much about and the time has finally come. 

From September 3rd to October 3rd, my girlfriend and I have our entire trip booked between airb&bs and hotels. Here's where we will be going in the following order.

Paris - 2 days (flying off a layover), 
Venice - 4 days, 
Florence - 5 days (possible day trip to Pisa or Lucca, 
San Gimigano - 2 days, 
Siena - 2 days, 
Rome - 5 days, 
Pompeii - 1 day, 
Positano - 4 days, 
Capri - 1 day, 
Naples - day and fly out. 

We both work in the food&beverage industry so we're planning to eat and drink our way through this country as best we can. Aside from the obvious sites and 'must do's, our trip is pretty open-ended.  We're completely fine on just getting lost and exploring these cities and towns, but with only two weeks our from our departure, we'd love to hear some feedback.

Condense the text into a few key points
<bot>: if you've been to any of the Italian cities/towns listed above and have had some memorable experiences please share. Thanks!