Siena, Monteriggioni & San Gimignano
Discover medieval Tuscany through ancient rivalries, fortified villages, wine and local traditions.
Service Description
Discover the medieval heart of Tuscany on a full-day journey through Siena, Monteriggioni and San Gimignano, where ancient rivalries, fortified villages, local traditions and Tuscan flavors come together. Departing from Florence, the experience begins in Siena, one of Tuscany’s most fascinating historic cities and for centuries one of Florence’s greatest rivals. Walk through its medieval streets and discover the extraordinary Piazza del Campo, Torre del Mangia and the magnificent Cathedral, while uncovering the stories, ambitions and traditions that shaped the city. The journey continues to Monteriggioni, the iconic fortified village surrounded by medieval walls and towers. Small, authentic and remarkably atmospheric, it offers a glimpse into the Tuscany of ancient conflicts, strategic fortresses and rival territories. From medieval history, we move to another essential part of Tuscan culture: food and wine. At Poggio ai Laghi, enjoy a Tuscan lunch accompanied by a tasting of 5 wines, 3 olive oils and 3 aged balsamic vinegars, surrounded by the flavors and atmosphere of the countryside. The final stop is San Gimignano, a UNESCO World Heritage Site famous for its extraordinary medieval towers. Explore its historic streets, squares and stone buildings before reaching the medieval fortress overlooking the town and the surrounding Tuscan landscape. Throughout the day, storytelling connects the places you visit with the rivalry between Florence and Siena, medieval life and the traditions that still define Tuscany today. This is more than a journey between three beautiful destinations. It is an immersive experience through the history, landscapes, food, wine and stories of medieval Tuscany. Duration: approximately 8–9 hours. Pickup and drop-off included.
Cancellation Policy
Private Tours can be booked directly online and require full payment at the time of booking. The price, maximum number of participants and any experience-specific conditions are clearly indicated on the relevant experience page. Shared Tours are available subject to availability and cannot be booked directly online. Guests interested in joining a Shared Tour should contact Tuscan Unfiltered directly to check availability. Minimum participation requirements, prices and any specific conditions vary depending on the selected experience and are indicated on the relevant experience page. Availability and final pricing are confirmed directly by our team. Bookings must be made at least 48 hours before the scheduled departure, subject to availability. Private Tours can be cancelled free of charge up to 48 hours before the scheduled departure, with a full refund. Cancellations made less than 48 hours before departure, no-shows and late arrivals that prevent participation in the experience are non-refundable. Cancellation conditions for Shared Tours, as well as any experience-specific terms, will be communicated and confirmed before the booking is finalized. By completing a Private Tour booking, you confirm that you have read and accepted the Booking Information & Tour Conditions provided on the relevant experience page. If you have any questions before booking, please contact Tuscan Unfiltered and we will be happy to assist you.