Somewhere between the polished wine trails of Montepulciano and Montalcino sits Seggiano, a town that doesn't try to impress and ends up doing exactly that. It’s quiet, rustic, and deeply rooted in local Italian life. I’m actually planning my wedding here in 2026, which should say enough. But if not, here’s why Seggiano is worth at least 2–3 days of your itinerary, and everything I recommend eating, seeing, and where to stay while you’re here.

A $500 Avis rental in Brindisi turned into $900 after hidden fees and a surprise tire scratch charge. U.S. support was useless for international rentals—only a negative Google review finally got a partial refund.