Experience a private transfer from Florence to Siena with stops in San Gimignano, Monteriggioni, and the Chianti region. Explore medieval towers, artisan shops, and picturesque villages in Tuscany’s rolling hills.
Experience a private transfer from Florence to Siena with stops in San Gimignano, Monteriggioni, and the Chianti region. Explore medieval towers, artisan shops, and picturesque villages in Tuscany’s rolling hills.
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San Gimignano - The skilled driver will collect you from your accommodation, be it a hotel, B&B, or private apartment, and take you on a picturesque drive through the beautiful Tuscan hills. The first stop will be in San Gimignano for a self-guided tour (Free time).
San Gimignano, a quaint walled medieval hill town near Siena, is famously referred…
- San Gimignano - The skilled driver will collect you from your accommodation, be it a hotel, B&B, or private apartment, and take you on a picturesque drive through the beautiful Tuscan hills. The first stop will be in San Gimignano for a self-guided tour (Free time).
San Gimignano, a quaint walled medieval hill town near Siena, is famously referred to as the Town of “Fine Towers.” Serving as an open-air museum, the knowledgeable driver will share insights on the top attractions and flavors in this delightful town. San Gimignano is celebrated for its saffron, the Golden Ham, and its white wine, Vernaccia di San Gimignano, made from the ancient Vernaccia grape variety grown on the sandstone hillsides. Be sure to try the world-renowned ice cream at Gelateria Dondoli in the main square.
- Chianti Road - After San Gimignano, the journey continues along one of Tuscany’s most scenic wine roads. The route winds through the gentle hills of Siena, surrounded by olive groves, cypress trees, and vineyards. If desired, there will be a chance to taste famous wines and other local products like olive oil, Sienese sweets, cheeses, balsamic vinegar, and truffles at a Tuscan super farm.
Feel free to ask the driver for details on various farms where you can enjoy lunch and wine tasting. Please note that lunch or tasting costs will be paid directly at the selected winery, offering flexibility and choices to suit your preferences.
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Monteriggioni - The second stop is Monteriggioni Castle. Established by the Sienese between 1213 and 1219 as a strategic outpost against the Florentines, Monteriggioni was historically known as an impregnable fortress. Inside the castle, you can visit the museum of medieval weapons, exploring the historical importance of this well-preserved site.
After visiting Monteriggioni Castle, the journey concludes with a transfer back to your hotel, B&B, or private apartment in Siena.

- Private transportation
- Local expert driver and tour leader
- Bottled water
- In-vehicle air conditioning
- Private transportation
- Local expert driver and tour leader
- Bottled water
- In-vehicle air conditioning
- With extra hours cost posssible stop for lunch in a exclusive organic winery-farm on request
- Everything not found under the heading inclusions is excluded
- With extra hours cost posssible stop for lunch in a exclusive organic winery-farm on request
- Everything not found under the heading inclusions is excluded
Explore the Chianti region on your journey from Florence to Siena with our knowledgeable local driver. Enjoy a guided tour through the scenic Tuscan hills, renowned for their vineyards, cypress trees, olive groves, and sunflowers.
Itinerary:
- Private pick-up at your location.
- First stop: San Gimignano, celebrated for its Medieval Towers and…
Explore the Chianti region on your journey from Florence to Siena with our knowledgeable local driver. Enjoy a guided tour through the scenic Tuscan hills, renowned for their vineyards, cypress trees, olive groves, and sunflowers.
Itinerary:
- Private pick-up at your location.
- First stop: San Gimignano, celebrated for its Medieval Towers and artisan shops.
- Second stop: The Castle of Monteriggioni, a fortress constructed by the Republic of Siena, serving as a strategic control point along the ancient Via Francigena.
Our driver will collect you in a comfortable minivan (featuring a spacious trunk), guiding you through the stunning hills and charming villages of Tuscany, highlighting the most fascinating sites and the remarkable craftsmanship of local artisans. You may request our driver to pause at a winery for lunch or a wine tasting. Afterwards, you can decide your drop-off location in Siena, whether it be your address or your reserved hotel, B&B, or private apartment.
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.