Depart from Florence to discover the best of Tuscany starting with Siena: enjoy a guided walking tour through the medieval city, made up of yellow-ochre buildings, terracotta rooftops and green shutters. Learn about the world’s oldest bank, see Piazza del Campo, the site of the 600-year-old Palio horse race and admire the interior of the Cathedral, a treasure chest of artworks.
Next visit a family-run organic wine estate in the countryside of the Chianti region. After visiting the farm, enjoy a wine tasting and a delicious traditional Tuscan lunch in a gorgeous location overlooking the surrounding vineyards and olive groves, with stunning views. Meet other travelers while feasting on fresh food, such as homemade pasta, cured meats (homemade prosciutto and salami), local cheeses, a garden salad and Tuscan biscuits.
After lunch, visit the enchanting hilltop town of San Gimignano, where you'll have some free time to roam the picturesque streets and squares, browse the local shops, try award-winning ice cream and walk among the town’s famous medieval towers. Then enjoy a scenic drive through the classic Tuscan countryside to Pisa. Here, end your tour on the right note discovering the iconic Leaning Tower, Cathedral and Baptistery.