The “heel” of Italy’s “boot” comprises the region of Puglia, a stunning stretch where whitewashed towns are interspersed by ancient orchards and olive groves, and the history on display dates as far back as the Greek Empire. Among the unique sights of Puglia is the town of Alberobello, a UNESCO World Heritage Site famous for its collection of trullo. These rustic homes are made from stacked stones, and have round, conical roofs, usually with a spire on top. They were traditionally built as temporary dwellings for field workers, but Alberobello features entire neighborhoods of them, many of which have been converted into guest homes. Judy can arrange for you to spend a night in one—an unforgettable experience if a very different one from the luxury of the Borgo Egnazia. While there, stop in at the Museo del Territorio. The structure itself is a combination of more than 10 trulli, and it has displays detailing the history of agricultural life in Puglia.