After spending months exploring Tuscany as a family, I'm sharing the exact itinerary we loved—from charming hill towns and unforgettable food to kid-friendly activities and hidden gems that made this one of our favorite trips. If you're planning a family vacation to Tuscany, this guide will help you create a trip that's relaxed, memorable, and filled with the very best this beautiful region has to offer.

In this guide, we're sharing every place we'd happily stay again. Every recommendation is somewhere we've personally experienced as a family, and each one made our trip a little easier, a little slower, and a whole lot more memorable. Whether you're dreaming of Rome, Tuscany, Sorrento, Lake Como, or Sardinia, we hope this list helps you find a place your family will love just as much as ours did.

If you're planning a trip to southern Italy with kids, we would absolutely choose to base ourselves in Sorrento. It was the perfect home base for exploring Capri, Pompeii, Positano, and the Amalfi Coast without constantly packing and unpacking. Here's everything we learned, did and how we picked what ares to stay in after spending a week there as a family.

When people ask what my kids loved most in Rome, they're always surprised by the answer. It wasn't the Colosseum or the Trevi Fountain—it was Gladiator School. Seeing them completely light up as they learned, played, and imagined life in Ancient Rome made it one of those travel experiences I'll never forget.

If you are planning to go to Florence with kids , this is the itinerary you need. After visiting 10+ times, we learned what is overhyped and what is actually worth it. We share some of the tours and activities that were actually kid-friendly and the best way to explore Florence with kids without feeling overwhelmed.

We spent a weekend in Rome with our kids and quickly realized you don’t have to do it the “hard way” to see everything. Instead of walking miles and dealing with meltdowns, we found the easiest (and most fun) way to experience all the highlights—while keeping everyone happy. This is exactly how we’d plan a few days in Rome again. If you’re traveling with kids, this itinerary will make your trip so much easier and more enjoyable!

Exploring Rome with kids can feel overwhelming, but booking a golf cart tour completely changed our experience—in the best way. Instead of long walks and crowded streets, we were able to comfortably see iconic sights like the Colosseum, Trevi Fountain, and Pantheon while also discovering hidden gems we would have missed on our own. Our guide made everything engaging and easy to follow, bringing the city’s history to life in a way that kept everyone interested. It was the perfect mix of convenience, fun, and flexibility, especially as a family.

Just 1 hour outside of Florence, tucked away in the hills of Tuscany, is the medieval town of San Gimignano. This place feels like you are transported back in time. From wondering the cobblestone streets to gazing up at the famous medieval towers, while overlooking the countryside, this hidden gem is a must add to your Italian Itinerary.

If you are planning a trip to the Lake Como area with your family, this is the BEST cooking class that you MUST add to your list of things to do! Kids and adults alike will have the best time! Even better, the experience takes place in a local’s home!