Val d’Orcia – Landscapes from Postcard

Itinerary

Pienza - Montepulciano - Montalcino

The Val d’Orcia, a quintessential symbol of the Tuscan countryside, offers a picturesque landscape of rolling hills, cypress trees, and charming villages. This itinerary will guide you through some of the most enchanting towns in this region, each known for its unique contributions to Tuscan culture and cuisine.

Begin your journey in Pienza, often referred to as the “ideal city” of the Renaissance. Designed by Pope Pius II, Pienza exemplifies Renaissance urban planning with its harmonious layout and elegant architecture. Stroll through the historic center, where you can admire the well-preserved buildings and enjoy panoramic views of the surrounding valley. Pienza is also famous for its pecorino cheese, so be sure to visit local cheese shops to sample this delicious specialty and perhaps take some home as a tasty souvenir.

Next, head to Montepulciano, a town renowned for its exceptional Vino Nobile, a robust red wine that has been produced here since the 8th century. Montepulciano’s historic cellars offer a fascinating glimpse into the winemaking process, where you can learn about and taste the renowned Vino Nobile. The town’s centerpiece, the majestic Palazzo Comunale, echoes the grandeur of Florence’s Palazzo Vecchio with its imposing facade and impressive tower. Take some time to wander through Montepulciano’s charming streets, which are lined with wine bars, artisanal shops, and cafes, each offering a taste of the town’s rich history and culture.

Conclude your itinerary in Montalcino, a picturesque hill town famous for producing Brunello di Montalcino, one of the world’s most esteemed wines. Montalcino’s medieval fortress, the Rocca di Montalcino, offers sweeping views of the surrounding vineyards and olive groves, providing a perfect vantage point to appreciate the beauty of the Val d’Orcia. While in Montalcino, visit local wine bars to taste the renowned Brunello, savoring its deep, complex flavors and learning about its production. The town’s wine bars and enotecas are perfect places to relax and enjoy a glass of this celebrated wine, paired with local cheeses and cured meats.

Each of these towns—Pienza, Montepulciano, and Montalcino—offers a unique experience that captures the essence of the Val d’Orcia.

Whether you’re exploring Renaissance architecture, sampling world-class wines, or simply soaking in the stunning Tuscan landscape, this region promises an unforgettable journey through one of Italy’s most beautiful and culturally rich areas.

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Basic Consultation

$ 70
  • 30 minutes basic consultation (Q&A), in which there will be useful consultants for those who already have their vacation booked.

Review Consultation

$ 250
  • In-depth consultation (Review), which will consist of 45 minutes in which I will collect information on your itinerary, and then schedule a second one-hour consultation for return to you some ideas, adjustments and improvements.

Design Consultation

$500 for vacation up to 6 days
$900 for vacation up to 14 days
$1400 for vacation up to 21 days
  • Premium consultancy which will have 45 minutes of information gathering $90 followed by a second call to return you tailor-made itineraries. Itineraries will have three different costs based on the duration and complexity of the organization.