I am taking my son who is 22, to Italy for the first time. September 2 through the 18th. We live in Oregon so would like to fly out of Portland or San Francisco. Originally we were going to do a round trip to Rome, which is a direct flight but with it being a jubilee year, I think we’ve decided to pass and trade a different city .
We plan to start in either Florence or Bologna for four days then to Vernazza for 4 days with a day trip to Comogli to hike to the Abbey, and hopefully a day trip to Rapallo ..then to end in Lucca for the last 4 days . We will be using train / bus for the entirety.
I’m struggling with where to fly into
Should we fly into Florence and then fly out of Pisa, or do round trip Pisa / round trip Florence ?
Problem is there’s no direct flights and I’m either stuck with the one and a half hour layover or a five hour layover with either route that I choose. I’m wondering if I should fly into Rome and then fly from Rome to one of the other airports? Do you still need to pass through customs When you arrive in Rome and then go to Florence? Im assuming 1.5-2 hours isn’t enough to clear customs and get to the correct terminal ? How much time for layovers should I plan ?
The second thing is deciding between Florence and Bologna . I’ve researched both pretty extensively. We both love to eat, people watch but also see some historical stuff.. Im not too sure how interested my son is going to be in art, but Florence looks much prettier and more of the city experience we are loosing with dropping Rome .
Does this itinerary show any potential red flags ?
I’ve been to Lucca before and stayed outside the wall . Thought would be nice to stay inside this time . Is being inside the amphitheater courtyard a fun experience..
thank you in advance for any help or tips