Storybook Alberobello and Locorotondo headline the Val d’Itria’s double bill of theatrical hilltowns. The former is home to more than 1,000 UNESCO-listed trulli—gnome-sized round cottages topped with conical roofs—while the latter is one of the most postcard-perfect spots in all of Puglia. Guided tours of both on foot or via e-bike, Segway, tuk-tuk, or golf cart top the list of things to do, paired with wine and olive oil tastings, cooking classes, and traditional dining experiences at the historic masseria farmhouses in the surrounding countryside.