Items | Private Tuscany Wine Tour: Montepulciano and Pienza
Private Tuscany Wine Tour: Montepulciano and Pienza
(6) Reviews
Province of Siena
Important Information
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Wheelchair accessible
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Infants and small children can ride in a pram or stroller
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Service animals allowed
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Specialized infant seats are available
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Transportation options are wheelchair accessible
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All areas and surfaces are wheelchair accessible
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Suitable for all physical fitness levels
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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For a full refund, you must cancel at least 24 hours before the experience’s start time.
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Cut-off times are based on the experience’s local time.
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If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
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This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
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Any changes made less than 24 hours before the experience’s start time will not be accepted.
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Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the rolling hills of Montepulciano and Pienza, where vineyards, historic villages, and breathtaking countryside create an unforgettable setting. Visit a prestigious local winery and enjoy a guided tasting of Vino Nobile di Montepulciano, regional wines, Vin Santo, artisanal Pecorino cheeses, and extra-virgin olive oil, all fresh and locally produced. Stroll through charming Pienza and immerse yourself in authentic Tuscan beauty, flavors, and relaxed elegance—perfect for couples, families, and wine lovers seeking a refined day trip from Rome.
Highlights
10 hours
Offered in English & 2 Others
Free Cancellation
Mobile Ticket
10 hours
Offered in English & 2 Others
Free Cancellation
Mobile Ticket
What's Included
Exclusive winery experience with guided vineyard and cellar visit
Professional English- and Spanish-speaking chauffeur
Complimentary hotel pickup and drop-off in Rome
Private luxury transportation throughout the day
Tasting of five carefully selected regional 5 wines
Lunch and additional beverages beyond the tasting
Optional Tuscan tasting platter (€20 per person)
Gratuities for your chauffeur, at your discretion
Port pickup in Civitavecchia (€100 per group, payable to the driver)
Private Tuscany Wine Tour: Montepulciano and Pienza
(6) Reviews
Province of Siena
About
Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the rolling hills of Montepulciano and Pienza, where vineyards, historic villages, and breathtaking countryside create an unforgettable setting. Visit a prestigious local winery and enjoy a guided tasting of Vino Nobile di Montepulciano, regional wines, Vin Santo, artisanal Pecorino cheeses, and extra-virgin olive oil, all fresh and locally produced. Stroll through charming Pienza and immerse yourself in authentic Tuscan beauty, flavors, and relaxed elegance—perfect for couples, families, and wine lovers seeking a refined day trip from Rome.
Highlights
10 hours
Offered in English & 2 Others
Free Cancellation
Mobile Ticket
10 hours
Offered in English & 2 Others
Free Cancellation
Mobile Ticket
What's Included
Exclusive winery experience with guided vineyard and cellar visit
Professional English- and Spanish-speaking chauffeur
Complimentary hotel pickup and drop-off in Rome
Private luxury transportation throughout the day
Tasting of five carefully selected regional 5 wines
Lunch and additional beverages beyond the tasting
Optional Tuscan tasting platter (€20 per person)
Gratuities for your chauffeur, at your discretion
Port pickup in Civitavecchia (€100 per group, payable to the driver)
Itinerary
1
Montepulciano
At 8:00 AM, depart from your accommodation in Rome in a luxury vehicle with a professional English- and Spanish-speaking driver. Enjoy a scenic journey into the heart of Tuscany, traveling through the iconic Crete Senesi and rolling green hills with stunning panoramic views. Your first stop is a renowned winery, where an expert sommelier will guide you through the vineyards and historic cellars, sharing the story and traditions of local winemaking. Taste up to five organic wines—including the celebrated Vino Nobile di Montepulciano—paired with extra-virgin olive oil, cured meats, cheeses, bruschetta, Vin Santo, and traditional cantucci. After the tasting, explore the charming medieval streets of Montepulciano. If lunch was not enjoyed at the winery, you may choose to dine at a local restaurant specializing in authentic Tuscan cuisine (not included)
3 hours
2
Comune di Montepulciano
Montepulciano is a beautiful medieval hilltop town rich in history and tradition, with origins dating back to the Etruscan civilization in the 4th century BC. Surrounded by rolling vineyards, it is world-famous for its prestigious red wine, Vino Nobile. Visitors can admire the iconic Torre di Pulcinella, a historic clock tower topped by Pulcinella, a character from the traditional commedia dell’arte. The main square features the 14th-century Town Hall and the Cathedral, home to an impressive altar triptych, offering a remarkable glimpse into the town’s artistic and cultural heritage.
30 minutes
3
Historic Centre of the City of Pienza
About Pienza
You will visit the charming town of Pienza, nestled in the heart of the prestigious Val d'Orcia countryside. Renowned as an architectural jewel and a treasure of local gastronomy, Pienza is especially famous for its exceptional Pecorino cheese, enjoyed both fresh and aged. In the 15th century, what was once a small fortified hilltop village was transformed by Pope Pius II into an ideal Renaissance town—an ambitious urban vision that still defines its beauty today. You will also have free time to wander through its picturesque streets, scenic viewpoints, and artisan shops, fully experiencing the timeless atmosphere of this enchanting destination.
