Experience a romantic private tour from Rome to Florence with stopovers at Montepulciano and San Gimignano. Explore the Tuscan countryside, taste prestigious wines, visit a medieval castle, and enjoy a Tuscan lunch in a family-run farm.
Experience a romantic private tour from Rome to Florence with stopovers at Montepulciano and San Gimignano. Explore the Tuscan countryside, taste prestigious wines, visit a medieval castle, and enjoy a Tuscan lunch in a family-run farm.
-
San Gimignano - First Stop: San Gimignano free time
Our journey begins at San Gimignano, where you will have an hour to explore before heading to the wine tasting.
Discovering San Gimignano independently is a breeze:
San Gimignano is a quaint, fortified medieval hill town near Siena, famously dubbed the “Town of Fine Towers.” The town is renowned…
-
San Gimignano - First Stop: San Gimignano free time
Our journey begins at San Gimignano, where you will have an hour to explore before heading to the wine tasting.
Discovering San Gimignano independently is a breeze:
San Gimignano is a quaint, fortified medieval hill town near Siena, famously dubbed the “Town of Fine Towers.” The town is renowned for its saffron, the Golden Ham, and its famous white wine, Vernaccia di San Gimignano, crafted from the ancient Vernaccia grape cultivated in the sandstone hills.
While in the main square, be sure to try the world’s best ice cream at Gelateria Dondoli, a two-time world champion!
- Podere La Marronaia- Le Colonne Biodynamic Winery & Farm - Lunch at a Tuscan Organic Farm
It’s time for lunch! We will proceed to a charming organic Tuscan farm, perched on a hill with a romantic view of San Gimignano. Here, you’ll savor a traditional, authentic Tuscan lunch:
A first course of bruschetta and cold cuts, accompanied by pecorino cheese
A second and third course featuring pasta and other traditional Tuscan specialties
To conclude the meal, a delightful dessert
The meal will be paired with 4-5 glasses of wine, including Chianti DOCG, Vernaccia DOCG, Super Tuscan, and more.
Additionally, you will enjoy five tastings of extra virgin olive oil and three tastings of balsamic vinegar.
All set in the tranquil and picturesque Tuscan countryside!
- Monteriggioni - Monteriggioni Castle free time.
After lunch, it’s time to explore the Monteriggioni Castle, an intriguing medieval fortress. Constructed by the Sienese between 1214 and 1219, it served as the frontline in their conflicts with Florence.
The castle successfully resisted numerous Florentine attacks until 1554, when, in a gesture of reconciliation with the Medici, Captain Zeti surrendered the castle keys to Florentine forces. This act was deemed a “great betrayal” by the citizens of Siena, who cursed him for his actions.
According to legend, on full moon nights, you can hear the sound of horses’ hooves and see the ghost of Captain Zeti galloping around the castle grounds.
- Agricola Poggio Ai Laghi - Final Stop: Wine Tasting at a Chianti Classico Winery
Finally, we will visit a winery in the Chianti Classico region called Poggio ai Laghi. Here, you will sample a selection of exquisite wines, including a perfect Chianti Classico, Super Tuscan, and other fine wines.
At the end of the tasting, we will return to your location.

- Lunch
- Local expert driver
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- Lunch
- Local expert driver
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- Everything not found under the heading inclusions is excluded
- Everything not found under the heading inclusions is excluded
Experience the Essence of Tuscany with Our Exclusive Private Tour
• Escape the city’s hustle and immerse yourself in the stunning Tuscan countryside. Beginning in the province of Pisa, this tour guides you through picturesque green hills adorned with vineyards, olive groves, and cypresses, all led by our knowledgeable driver.
• Explore the captivating…
Experience the Essence of Tuscany with Our Exclusive Private Tour
• Escape the city’s hustle and immerse yourself in the stunning Tuscan countryside. Beginning in the province of Pisa, this tour guides you through picturesque green hills adorned with vineyards, olive groves, and cypresses, all led by our knowledgeable driver.
• Explore the captivating medieval village of San Gimignano, famous for its iconic towers and delightful artisan shops filled with handcrafted treasures.
• Relish an authentic Tuscan lunch at a family-owned organic farm with a view of San Gimignano, complemented by exquisite wines.
• Visit the historic Monteriggioni Castle, a medieval jewel along the ancient pilgrim route.
• Conclude with a wine tasting at the prestigious Poggio ai Laghi winery, where you’ll enjoy renowned Chianti Classico, Super Tuscan, and other exceptional wines, along with extra virgin olive oil.
An unforgettable private and romantic journey through the heart of Tuscany!
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.