Tuscany at its most iconic — a private journey through silence, beauty, and refinement.
Leaving Rome behind, the road opens into the heart of Tuscany — where cypress-lined avenues trace the horizon, golden hills roll like waves of light, and stone villages emerge as if painted into the land itself.
This is Val d’Orcia, a UNESCO World Heritage landscape and the most iconic expression of the Tuscan dream. From Renaissance ideals in Pienza, to the noble vineyards of Montalcino, and the timeless elegance of Montepulciano, each stop reveals a different face of Tuscany.
Here, wine is not tasted. It is lived.
And time does not pass — it dissolves into the landscape.
Private tour / 10 hours / Val d’Orcia
Tour Highlights
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Private full-day journey from Rome to Val d’Orcia
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Scenic drive through the iconic landscapes of Tuscany
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Independent exploration of Pienza, Montalcino and Montepulciano
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Relaxed pace with private chauffeur at disposal throughout the day
Inclusions
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Private luxury vehicle with free water and wi-fi
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Professional English-speaking chauffeur
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Pick-up and drop-off at your accommodation in Rome
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Scenic stops en route if requested
Exclusions
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Gratuities
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Lunch
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Wine tasting fees (unless pre-arranged)
Dress Code
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Comfortable walking shoes recommended for village streets and cobblestones
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Smart casual attire suggested
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Hat and sunscreen recommended during warmer months
Options & Customization
This experience can be tailored to suit high-end leisure travelers, food and wine enthusiasts, and agency itineraries seeking authentic local experiences outside Rome. The tour duration and culinary experiences can be adapted to match guest preferences.
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Wine tasting in the Val d’Orcia countryside
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Gourmet lunch reservation
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Private licensed guide
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Exclusive access experiences upon request
Leaving Rome behind, the road unfolds north into the heart of Tuscany, where gentle hills ripple toward the horizon, cypress-lined roads cut through golden fields, and stone villages rise like visions from another century.
This is Val d’Orcia, a UNESCO-protected landscape and perhaps the most iconic expression of the Tuscan dream.
Your private day journey begins with a scenic drive through countryside that feels almost cinematic. Every turn reveals postcard-perfect views: vineyards, olive groves, farmhouses, and rolling hills bathed in changing light.
The first stop is Montalcino, a hilltop town surrounded by vineyards that produce one of Italy’s most prestigious wines: Brunello di Montalcino. Here, wine is not simply tasted, it is part of the landscape. A visit to a boutique estate can be arranged, where guests may enjoy a private tasting of Brunello and Rosso di Montalcino paired with local olive oil, cheeses, and Tuscan specialties, all framed by sweeping vineyard views.
The journey continues to Pienza, the “ideal Renaissance town,” conceived as a model city of harmony and proportion. Its elegant streets, stone palaces, and flower-lined balconies open onto breathtaking panoramas over the valley below. Here, time seems to slow. Browse artisan shops, taste the region’s celebrated pecorino cheese, or simply wander through a village where beauty feels deliberate.
From Pienza, the road leads to Montepulciano, a town of noble palaces, medieval alleys, and quiet piazzas suspended above the countryside. Famous for its Vino Nobile and Renaissance architecture, Montepulciano offers a more atmospheric, contemplative side of Tuscany. Walk through ancient stone streets, descend into historic wine cellars carved beneath palazzi, or enjoy an unhurried lunch overlooking the valley.
The beauty of this experience lies not only in the destinations, but in the rhythm of the day — unhurried, scenic, and deeply immersive.
Throughout the journey, your private chauffeur ensures seamless comfort and complete flexibility, allowing the itinerary to unfold according to your interests and pace.
This is Tuscany — where wine is lived, and time dissolves into the landscape.