One of Tuscany’s most iconic cities, Siena is known for its medieval charm, rich history, and the famous Palio horse race held each summer in Piazza del Campo. Spend the day wandering through the historic center, visiting the stunning Siena Cathedral, climbing the Torre del Mangia for panoramic views, and exploring the city’s beautiful streets, cafés, and local shops. Don’t miss: Piazza del Campo Torre del Mangia Siena Cathedral (Duomo) Piccolomini Library Baptistery of San Giovanni
Known as the “Town of Fine Towers,” San Gimignano is a picturesque medieval hill town between Florence and Siena. Famous for its skyline of historic towers, cobblestone streets, and beautiful countryside views, it’s the perfect spot for a relaxed afternoon exploring Tuscany. Enjoy local specialties like Vernaccia wine, saffron, gelato, and charming cafés throughout the town.
The Chianti region is filled with rolling vineyards, olive groves, medieval villages, and some of Tuscany’s best wineries. A drive through Chianti is one of the best ways to experience the Tuscan countryside. Favorite stops include: Greve in Chianti Montefioralle Panzano in Chianti Castellina in Chianti San Casciano Val di Pesa Spend the day wine tasting, exploring small villages, enjoying local restaurants, and taking in the incredible scenery along the Chiantigiana road between Florence and Siena.
Florence Cathedral (Duomo) - Marvel at the stunning architecture of this iconic cathedral, including Brunelleschi's dome and Giotto's bell tower. Uffizi Gallery - Explore one of the world's greatest art museums, housing masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Ponte Vecchio - Stroll across Florence's famous medieval bridge, lined with jewelry shops, and enjoy views of the Arno River. Palazzo Vecchio - Visit this historic palace in Piazza della Signoria, featuring beautiful frescoes and impressive medieval architecture Boboli Gardens - Escape the city crowds and relax in these beautiful Renaissance gardens, located behind the Pitti Palace. Accademia Gallery - See Michelangelo's iconic statue of David and other masterpieces of Renaissance sculpture.