Gaiole in Chianti

Another of Chianti Classico’s idyllic gems, Gaiole sits comfortably in this postcard-perfect part of Tuscany famous for its wine, gastronomy, numerous picturesque villages, and olive oil. And that’s just for starters! However, Gaiole can lay claim to being extra special – surrounded by majestic medieval castles and atmospheric pieve (rural churches), the location is simply unbeatable. Of course, the secret’s already out, so we recommend visiting early evening for a more serene visit. Yet there is a dark side to this rural gem; a hotly contested prize in Florence and Siena’s constant battles during the Middle Ages, Gaiole’s center was destroyed and rebuilt many times. History, fine architecture, food, and wine all come together in a glorious marriage in this venerable and unmissable Tuscan town.