Your memorable journey starts with the charming San Gimignano, world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here the tour leader will lead you to the historical center, where you will have around 2 hours of free time for a fascinating discovery. A short distance from San Gimignano you will visit the charming historical hamlet of Monteriggioni*, an amazing small medieval village enclosed by its famous walls, which remained standing to this day: free time for inside visit. From Monteriggioni, crossing the gently Chianti rolling hills, a short ride will take you to a cozy Winery, where you can relax and enjoy the fantastic world of Chianti with its wine and typical products: tasting of three fine wines followed by a Chianti style lunch: 3 course with “zero food miles” products which ends with "cantucci e vin santo". Later on, getting to Siena, you will meet your professional local guide who will lead you on a comprehensive guided tour of the historic center, starting from the famous Basilica of San Domenico, a jewel of Renaissance art built in the 13th century and dedicated to St. Catherine of Siena, of which preserves a relic. Then strolling along the narrow medieval streets of the city, flanked by splendid palaces and historic shops, passing through Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point, you will get to the spectacular Cathedral of the 12th century, of which you can admire the magnificent architecture and the splendor of the polychrome marbles. You will experience an amazing inside Guided Visit of the famous Siena Cathedral (if option selected), together with its Libreria Piccolomini, to discover the beauty of its treasures and works of art. You will visit the not-to-be-missed floor (during the opening period), decorated with the art of mosaics to create storytelling masterpieces, St. John the Baptist by Donatello, the rose window by Duccio di Buoninsegna, the marble pulpit by Nicola Pisano, the Library which kept a rich collection of manuscripts. You will also have some free time to end your perfect day enjoying the unique atmosphere of this amazing city, before the return to Florence in the evening. Please note that the order of the visits may change (*) From November to March, the itinerary does not include the stop at Monteriggion and the return to Florence is approx 30 minutes earlier