Sights that are fun for all age groups include:
Lucca is a magical city. The historical center can be explored in a day and there are many visual treats within a short distance. It’s an absolute joy to explore Lucca on foot—the sense of community and unique local culture is palatable. For kids, it’s all about the walls. They surround the city and are wide enough for biking and strolling. What an absolute blast it is to explore the city from above as you are positioned above the city on the walls. You can rent pint-sized bikes and trailers at all the shops in town.
I must mention that if you are in this area, Pisa is a relative short drive away. There is not much appeal other than the tower, but school age and older kids appreciate experiencing this iconic Italian landmark first hand.
San Gimignano. Everyone will get a workout by climbing to the top of the open tower. The climb is not toddler-friendly. Too many unsafe steps and drops. School age and older kids will be thrilled as a pre-climb gelato will provide the sugar rush to get everyone to the top with minimal discomfort.
Pienza: the Val D’Orcia. A UNESCO World Heritage Site, is one of the most stunning landscapes in Italy. Close your eyes and visualize an idealized version of Tuscany and this is what it looks like. Pienza is a highlight of this area. The views from this perfectly preserved Renaissance town are gorgeous, the village is charming, and best of all, this is home to pecorino cheese production and there are ample opportunities to sample a delicious variety of options.
Continues on part 2.