Embark on a private tour of the ‘Via Francigena’ in Chianti, exploring the beauty and history of Tuscany. Enjoy wine tastings, lunch at a Tuscan farm, and discover charming villages along the way.
Embark on a private tour of the ‘Via Francigena’ in Chianti, exploring the beauty and history of Tuscany. Enjoy wine tastings, lunch at a Tuscan farm, and discover charming villages along the way.
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San Gimignano - Embark on the most comprehensive one-day tour along the historic Via Francigena, the ancient path once traversed by medieval pilgrims, Crusaders, and Templars en route to Rome.
The journey begins with an English-speaking private driver picking you up from your accommodation. Travel through the picturesque Chianti hills, tracing…
- San Gimignano - Embark on the most comprehensive one-day tour along the historic Via Francigena, the ancient path once traversed by medieval pilgrims, Crusaders, and Templars en route to Rome.
The journey begins with an English-speaking private driver picking you up from your accommodation. Travel through the picturesque Chianti hills, tracing parts of the legendary Via Francigena.
San Gimignano is the first destination, where you can enjoy a self-guided exploration of the renowned medieval town, often called the “Town of Fine Towers.” After wandering its historic streets and artisan shops, the tour continues through the heart of Tuscany, blending history, landscapes, wine, and local traditions along one of Europe’s most significant medieval routes.
- Podere La Marronaia- Le Colonne Biodynamic Winery & Farm - Following the visit to San Gimignano, the tour proceeds to a traditional winery farm for a leisurely lunch and tasting experience with a breathtaking view of San Gimignano’s towers.
Savor a tasting of 5 Tuscan wines, including Chianti Riserva, Super Tuscan, Sangiovese, and Vernaccia di San Gimignano, paired with 5 extra virgin olive oils, 3 balsamic vinegars, and truffle specialties. Discover wine and food pairings, Italian culinary traditions, and Tuscan winemaking in a genuine and relaxed atmosphere.
A traditional 3-course Tuscan lunch is provided, featuring bruschetta, homemade pasta, Tuscan cured meats, and Pecorino di Pienza cheese. The entire experience lasts about 2 hours, combining flavors, tradition, and unforgettable scenery.
- Monteriggioni - After lunch at the winery, the tour moves on to Monteriggioni Castle, one of the best-preserved and most iconic medieval villages in Tuscany.
Constructed by the Republic of Siena as a strategic fortress along the Via Francigena, Monteriggioni once controlled the main medieval routes used by pilgrims, merchants, and crusaders. Walk within the perfectly preserved stone walls and enjoy stunning panoramic views over the Chianti countryside.
You will have free time to explore the village, stroll along the historic walls, and visit the medieval weapons museum, gaining an authentic insight into life and warfare during the Middle Ages.
- Siena - In the afternoon, after exploring Monteriggioni, the tour heads to Siena for a self-guided visit.
Situated in the heart of Tuscany, Siena is the capital of its province and a city celebrated for its medieval architecture and the magnificent Piazza del Campo, one of Italy’s most beautiful squares. Its historic center is a UNESCO World Heritage Site.
Discover key landmarks such as the Duomo, the Baptistery, and the charming narrow streets of the historic center, including Via di Città. Siena is also renowned for the Palio horse race, held twice a year, attracting visitors from around the globe. Explore at your own pace and immerse yourself in the city’s rich history, culture, and atmosphere.
- Colle di Val d’Elsa - In the late afternoon, the tour continues to a Chianti winery farm for a second wine tasting experience before returning.
Here, you will enjoy Chianti Classico and Chianti Riserva, crafted using traditional methods that preserve the authentic flavors of the region. Relish the unique character of these wines in a stunning setting in the Chianti countryside.
After the tasting, the tour concludes with a return to your hotel, B&B, or private accommodation, wrapping up an unforgettable day in the heart of Tuscany.

- Private transportation
- Bottled water
- Local expert driver and tour leader
- In-vehicle air conditioning
- Lunch
- All inclusive tour
- Alcoholic beverages
- Private transportation
- Bottled water
- Local expert driver and tour leader
- In-vehicle air conditioning
- Lunch
- All inclusive tour
- Alcoholic beverages
- Everything that you do not find under the heading inclusions.
- Everything that you do not find under the heading inclusions.
Explore the legendary “Via Francigena” in a single, unforgettable day! Dive into the essence of Chianti with this exclusive tour, tracing the historic path once taken by Crusaders and pilgrims journeying to Rome. Revel in the enchantment of Chianti’s landscapes and historical treasures, including:
• Siena (a UNESCO World Heritage Site)
• San Gimignano…
Explore the legendary “Via Francigena” in a single, unforgettable day! Dive into the essence of Chianti with this exclusive tour, tracing the historic path once taken by Crusaders and pilgrims journeying to Rome. Revel in the enchantment of Chianti’s landscapes and historical treasures, including:
• Siena (a UNESCO World Heritage Site)
• San Gimignano (renowned for its Medieval Towers)
• Monteriggioni Castle (a fortress that once protected the Via Francigena)
Relish a delightful lunch at a family-owned Tuscan farm and indulge in Chianti wines at two esteemed wineries. Our knowledgeable drivers will lead you through charming villages, sharing insights into Tuscany’s rich history and craftsmanship. Savor the finest wines, olive oil, balsamic vinegar, cheeses, and truffles! Refer to “What to Expect” for further details!
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.