Tuscany
Family is at the soul of Italian culture, and kids are welcomed, accommodated, and cooed over pretty much everywhere you go. In Tuscany, there’s plenty to attract and distract them, too, from beach fun along the coast to exploring castles, dungeons, and tombs in medieval hill towns like Monteriggioni. Several towns, including Siena, Volterra, and San Gimignano, have a Museum of Medieval Torture that will fascinate kids of all ages (as long as they aren’t prone to nightmares), while the town of Collodi honors native “son” Pinocchio with a statue-filled children’s park. Bike rides are another great family activity, particularly in Lucca, where you can ride on wide, relatively flat paths along the ancient city walls. Of course, Florence is a treasure trove of fun, where you can taste your way through the food markets and gelato shops, take kid-focused museum tours, and try your hand at a painting or ceramics class. With its wealth of rentable villas and private homes, Tuscany has also become a favorite for multi-generational getaways and family reunions, offering something for every age to enjoy.