The Tuscany region is one of the most famous places in Italy. Upon reaching the historic city of Lucca and taking a rest day, we set off to trek into the heart of Tuscany, with a series of charming and iconic hill towns awaiting us at the end of each of our stages.

The Apennine Mountains extend about 750 miles along the length of Italy. As we hiked in the rain and fog, we needed to continually consider whether we could trek on the mountain trails, skip ahead some stages, or take “the road less traveled” to make our way to Rome.

When we planned our Via Francigena hiking break, we hoped to use it as a time to rest and recover. While we relaxed, we were fascinated by the history and culture of each place, as well as the natural beauty that we saw. But after three weeks of travel, it was time to bid a…