A real gem of a location in the Tuscan countryside, Montescudaio is steeped in history and charm. And as this is wine country, there are vineyards aplenty to explore. The region is also famous for its Tuscan bread. From your base you can go hiking in the hills, take a visit to Elba or a wonderful cycle along the Via Dei Pellegrini taking in the Antica Badia Abbey and several Medieval fountains.