Shifted my autumn trip from Israel to Italy. We've been to Venice and Naples as extended weekend trips, but haven't been elsewhere in Italy. We have 8 nights possible coming from Germany so no jet lag or long flights to worry about. We're early 40s, like history (like, all of it), churches, macabre sights, scenery, beaches but I don't think I get that this time, food and wine, and we want to go somewhere that's going to have nicer weather than Germany in mid-October. Add in some cheap flights and finally hitting some of the main cities in Italy makes sense. Here's my rough itinerary:
Sunday, Oct 13: Arrive Milano Bergamo at 11:10, catch pre-reserved shuttle to city, check into hotel, attend Milan Walking Tour with Last Supper starting at 15:00, which is the ONLY way to see the Last Supper on this trip, as all other tickets are sold out.
What sucks about this is the next day is Monday, which means all the museums are closed so we'll be missing any other interesting sights in Milan except the Duomo. On the other hand, it is always incredibly cheap to fly to Milan and we want to do a lake weekend next year, so we can return.
Monday, Oct 14: Take the train to....??? With 8 nights, I don't think I want more than 2 more overnight stops. The natural order of things would be to head to Florence and spend the next 3 nights there. My worry is that we might be overloading on art, history, and churches. Should I save Florence for another trip and go somewhere like Bologna or another city with good day-tripping options? I know Rome is going to be a bit of a crush of people so it might be nice to spend some time in places a little more laid back but we do NOT want to rent a car on this trip. And I don't want to spend too much of my time in transit. Also the Uffizi, you know?
Oct 17-21: Rome. Having 3 full days there is a pretty good idea I think, right? Fly out of Rome.
Alternate option: Fly into and out of Rome and base there the entire time (7 nights). The tickets are more expensive, but with the train travel and the extra night, this would end up being cheaper. My worry is that the "everything" of Rome will feel exhausting for a week. But I also like the idea of not moving around, really getting to know a neighborhood, and taking a couple day trips. But I feel like we'd see a lot more hitting a few different places.
OK, let those opinions fly!