Cortona is a tiny hilltop Tuscan town — and the site of the now-famous villa from the 2003 rom-com Under the Tuscan Sun. It is also a place where you can achieve your lifelong fantasy of tasting Italian wines and food while wearing incredible jewelry. Every Thursday, a local wine shop and jewelry designer partner to host Wine, Dine, Shine — where guests can sign up to enjoy a carefully chosen meal while borrowing their favorite piece of handcrafted jewelry. If you like winding narrow streets that open up to sprawling Tuscan views, Cortona is the town for you.
Image Source: POPSUGAR Photography / Sara Cagle