Armond is one of those Italian boot companies that have sprouted up everywhere in the past 20 or 30 years. They don’t have much presence in the U.S., but have done pretty well in Europe and Australia.

Explore rock-hewn churches, sun-baked olive groves and some of Italy’s best beaches in Puglia, the little-known region that forms the “heel” of the Italian “boot.” These six-to-nine-day Uncovr Travel ...