Join this unforgettable afternoon tour through the heart of Tuscany and experience the region’s most iconic treasures: the historic city of Siena, the enchanting medieval town of San Gimignano, and the picturesque Chianti countryside. Conclude your journey with a sunset wine tasting and Tuscan dinner in an authentic and atmospheric setting—an ideal way to enjoy the flavors, sights, and spirit of Tuscany.
Departing from Florence in a comfortable, air-conditioned minivan, you’ll be accompanied by a knowledgeable English-speaking driver and tour leader. Your first stop is Siena, once Florence’s greatest rival in wealth, power, and art during the Middle Ages. Enjoy a guided walking tour through the city’s winding streets, immersing yourself in its history and architectural beauty. Discover Piazza del Campo, the shell-shaped main square where the legendary Palio horse race takes place twice a year, and learn about the Contrade—Siena’s 17 fiercely proud medieval districts that compete in this historic event.
After Siena, the tour continues through the scenic Tuscan countryside to San Gimignano, famed for its skyline of medieval towers and perfectly preserved streets. Known as the “Medieval Manhattan,” San Gimignano offers breathtaking views, local artisan shops, and a step back in time. Stroll through its cobbled lanes, admire its high stone towers, and take in panoramic vistas from its hilltop location.
As the day transitions into evening, enjoy one of Tuscany’s most magical moments: a golden sunset over the rolling Chianti hills. The final highlight of the tour awaits at a local Chianti estate, where you'll visit historic wine cellars, learn about traditional Tuscan wine production, and taste fine regional wines. Relax and indulge in a typical Tuscan dinner, featuring authentic recipes made with seasonal local ingredients—all served in an unforgettable countryside setting.
This tour is perfect for those who want to experience the best of Tuscany in one afternoon, combining art, history, scenic landscapes, wine culture, and culinary delights. It’s an ideal choice for travelers looking to enjoy a well-rounded Tuscan experience while still keeping their morning free to explore Florence or relax.
Book this experience to uncover the timeless charm of Siena, the magical atmosphere of San Gimignano, and the unforgettable taste of Chianti wines under the Tuscan sunset.