Gallipoli means ‘Beautiful City’ in Greek—and this gorgeous little town on the Salento Peninsula certainly lives up to its name. Surrounded by water and accessible only by sea or via a 16th century bridge, the town’s historic heart sits on a small island that juts out into the Ionian Sea. This is a place that displays its proud seafaring heritage at every turn, and you’ll see fishermen fixing their nets at the harbor and the freshest seafood dishes adorning the menus of the Old Town. Spend the day soaking up some sun at Baia Verde beach, or head north to enjoy coastal hikes at the Parco Regionale Porto Selvaggio. At the end of the day, treat yourself to some of Gallipoli’s famous red prawns and spumone layered ice cream.