There are certain cities in Italy that merit multiple visits and Siena is one of them. The charm of the city transcends through every season, there is not a bad time to tour and taste your way around. The historic horserace Il Palio held in Piazza del Campo is still at the top of my to-do list but in the meantime I’ll keep heading back for some Cinta Senese prosciutto and Tuscan red wine.