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.
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San Gimignano - First Stop: San Gimignano – Free Time
Discover the medieval allure of San Gimignano, known as the “Town of Fine Towers.” Enjoy an hour of leisure to wander its charming streets, admire the historic towers, and absorb the enchanting atmosphere.
Savor the renowned Vernaccia di San Gimignano wine and treat yourself to award-winning…
- San Gimignano - First Stop: San Gimignano – Free Time
Discover the medieval allure of San Gimignano, known as the “Town of Fine Towers.” Enjoy an hour of leisure to wander its charming streets, admire the historic towers, and absorb the enchanting atmosphere.
Savor the renowned Vernaccia di San Gimignano wine and treat yourself to award-winning gelato at Gelateria Dondoli, a two-time world champion. Capture memorable photos, relish local delicacies, and immerse yourself in the magic of this iconic Tuscan town.
- Podere La Marronaia- Le Colonne Biodynamic Winery & Farm - Lunch at a Tuscan Organic Farm
Indulge in the flavors of Tuscany! Visit a stunning organic farm set on a hill with romantic views of San Gimignano. Here, enjoy an authentic Tuscan lunch featuring:
Starter: Bruschetta and cold cuts with Pecorino cheese
Main courses: Traditional pasta and other Tuscan specialties
Dessert: A delightful sweet treat to conclude your meal
Your lunch is complemented by 4–5 glasses of premium wine, including Chianti DOCG, Vernaccia DOCG, Super Tuscan, and more.
Additionally, enjoy five tastings of extra virgin olive oil and three tastings of balsamic vinegar, all sourced directly from the farm.
All served in the tranquil and scenic Tuscan countryside, providing a genuine and unforgettable culinary experience.
- Monteriggioni - Monteriggioni Castle – Free Time
After lunch, explore the captivating medieval Monteriggioni Castle, a fortress constructed by the Sienese between 1214 and 1219 as a frontline defense against Florence.
The castle endured numerous Florentine assaults until 1554, when Captain Zeti surrendered the keys to the Florentine forces in a gesture of reconciliation with the Medici—an act deemed a “great betrayal” by the citizens of Siena, who famously cursed him.
Legend has it that on full moon nights, the sound of galloping horses can be heard, and the ghost of Captain Zeti may be seen riding across the castle grounds.
Enjoy free time to explore the medieval walls, take photos, and soak in the atmosphere of this iconic Tuscan fortress.
- Agricola Poggio Ai Laghi - Final Stop: Wine Tasting at a Chianti Classico Winery
Conclude your Tuscan journey with a visit to Poggio ai Laghi, a distinguished Chianti Classico winery. Here, partake in a guided tasting of 6–7 exquisite wines, including Chianti Classico, Super Tuscan, and other fine selections, explained by an expert sommelier who will share insights on flavors, aromas, and winemaking traditions.
After this remarkable wine experience, you will be returned directly to your location, concluding your full day of Tuscan exploration.
Note: This is a full-day tour, so it is recommended to join only when you have an entire day available to fully enjoy the experience, as it is truly unforgettable.

- Local expert driver and tour leader
- Bottled water
- Lunch
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive tour
- Local expert driver and tour leader
- Bottled water
- Lunch
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive tour
- 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.