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Two Week Trip with a 17 Year Old

hi,
I am trying to plan a 2 week trip arriving in Rome with a 18 year old. I am not a stranger to Italy and to many of the towns. I went to HS in Rome, drove in Rome, traveled all over the country but often by family driving or by train on trips planned by others. I am having a harder time planning my time there now, three decades later. We are spending 6 nights in Rome and can plan day trips from there (Tivoli, Pompeii, Frascati, the beach, etc). What I am struggling with is how to plan the rest of our time. I originally thought to use Orvieto as a base for four days but now I am not so sure. I also thought Florence for three days but honestly, as a teen, I didn't much like Florence and loved the smaller villages and towns. My daughter is used to living in a very rural area in the US and she will become very overwhelmed with 2 weeks in cities. I could rent a car for Tuscany, but I think I would prefer to pay for a few day trip tours instead. We leave from Milan so after the first 6 days in Rome, we have another 7 days to wind our way north.

Are there any itineraries out there that use public transportation that wind through small villages and towns that have some tourism but are not zoos? We are traveling at the heat of summer so my thought is also to find a nice hotel with a pool somewhere and just take a few day trips before heading to Milan.

I just can't figure out where that nice pool spot might be that would be uniquely Italian, not overrun, and accessible by train/bus. I am not trying to "do Italy in a week" type of a trip but rather, after Rome, visit some of the smaller towns and villages. So many of the smaller towns I loved as a teen/20's now seem over run and quite different than they were 30 years ago judging by what I am reading.

Any ideas of what would make a good route after Rome? We could also jet north and spend our time in the north. I loved Ferrara as a teen, for example.

Posted by
5689 posts

Are you aware of the Jubilee celebrations for all of 2025, which is expected to bring in millions of additional tourists to already overrun Rome?
For Tuscany without a car, we will be using small group Tours by Roberto to explore the area. He picks up folks in Florence and Siena- check out his website. He appears in the RS videos and is included in the RS guidebooks.
Have a great mother-daughter trip. You'll have the memories forever!
Safe travels!

Posted by
11644 posts

The Jubilee is connected to the Roman Catholic Church so keep that in mind when planning.

Posted by
508 posts

In an older RS television show he recommends getting a "most beautiful villages of Italy" book and browsing through the photos to find a place to go. He said it was how he found the ones he goes to. Of course his popularity means those villages are popular now too. But I think still a great idea to get inspired wherever you are planning to travel.

Posted by
2 posts

Yes, I am aware of the Jubilee. The times we are going in July doesn't have as many events planned in Rome as the rest of the year. Events pick up in August. Not to say that it won't be overrun anyway...

Posted by
570 posts

I think with 7 days you have a few options, and have the time to get there with public transit. A couple of years ago, we did 2 nights, Orvieto, 2 Siena and 2 in Lucca, alll with public transit. That was October though.
I do think 3 in Orvieto and 4 in Siena, might be nice. Alternatively Arezzo has good public transit connections and I feel is less touristed, but perhaps someone can comment on summer there.
Elba might also be a unique spot, but I'm not sure if you would want a car there.

Posted by
102 posts

Maybe you could train up to the Lake District. It should be cooler and you could visit different towns by ferry. It would also be easy to get back to Milan for your flight home.