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Renaissance Towns and Brunello Vines: A Luxury Journey through Val d'Orcia
Savor tradition at Argiano and stroll the enchanting streets of Pienza and Montalcino

Renaissance Towns and Brunello Vines: A Luxury Journey through Val d'Orcia
Travel through the Val d'Orcia, a UNESCO World Heritage site renowned for its stunning landscapes, historic towns, and world-class wines. This full-day excursion takes you from the Renaissance jewel of Pienza to the Brunello capital of Montalcino. Along the way, indulge in premium wine tasting and lunch at the esteemed Argiano. This tour blends the noble legacy of one of Brunello’s founding families with the timeless elegance of a Renaissance utopia, offering an unforgettable day of culture, history, and flavor.

Morning: Montalcino's Medieval Charm

Your adventure begins as your private driver collects you from your accommodation in Cortona. As you travel through the rolling hills of the Val d'Orcia, you'll catch glimpses of cypress-lined roads and golden fields, a prelude to the serene beauty of this area.

Your first stop is the Montalcino, the renowned home of Brunello wine. Perched high on a hill overlooking the Asso, Ombrone, and Arbia valleys, Montalcino offers breathtaking views of the surrounding countryside.

Use your leisure time to wander the narrow, winding streets that lead to the imposing 14th-century fortress. This massive structure, with its commanding views over the Val d'Orcia, serves as a reminder of Montalcino's historical importance. Spend time visiting the historic center, where you can admire the Gothic loggia of the Palazzo dei Priori and the ancient churches that dot the townscape.

Lunch & Wine Tasting at Argiano – A Brunello Legacy

From Montalcino, your driver will take you to the heart of Brunello country for an exclusive visit to Argiano. Set against the backdrop of rolling vineyards and cypress-lined hills, the estate’s elegant Enoteca and Taverna offer seasonal menus that highlight the region’s rich culinary traditions. You’ll enjoy a lunch that will take you a sensory journey through the heart of Tuscany. Each dish is thoughtfully paired with wines from the estate, including their renowned Brunello di Montalcino, offering a chance to experience the depth and character of Argiano's winemaking. 

You’ll be welcomed by a knowledgeable host who will guide you through the estate’s elegant vineyards and historic aging cellars. You’ll also partake in a wine tasting, led by expert sommeliers and get the chance to delve into the nuances of each vintage, turning every visit into an unforgettable celebration of Tuscan flavor.

Afternoon stroll in Pienza: The Ideal Renaissance City

After lunch, your journey continues to picturesque town of Pienza, a gem of Renaissance urban planning. Designed by Pope Pius II as the ideal Renaissance city, Pienza is a harmonious blend of architecture, art, and sweeping valley views. You’ll have the chance to explore this UNESCO World Heritage Site at your own pace. 

Stroll through the harmonious central square, Piazza Pio II, surrounded by the town's most important buildings. Do not miss the Pienza Cathedral with its luminous interior and stunning views over the Val d'Orcia. Take time to enjoy the breathtaking views from the town's walls, where the countryside is dotted with cypress trees and ancient farmhouses.

After a day steeped in history and flavor, your driver will return you to your accomodation. Sit back, relax, and watch the landscape unfold through your window, golden hills, olive groves, and ancient farmhouses, each a quiet testament to the enduring beauty of Tuscany.

Tour Information

  • Tour Code : JWCOR4.25
  • Type : Private Tour
  • Category : Wine Tours
  • Duration : 9 Hours
  • Departure City : Cortona, Italy
  • Departure : Guaranteed Departure
  • Grade/Difficulity : Easy To Moderate
  • Transport Mode : Car/Minivan
  • Children Allowed : Yes
  • Min Group Size : 1
  • Max Group Size : 6
  • Arrangement : Driver-Escort
  • Entrance Fee : No inside visits
  • Hotel Pickup : Yes
  • Language Offered : English
  • Hotel Dropoff : Yes
  • Meeting Time: 09:00 AM
  • Starting/Meeting Point : Your Hotel
Availability
From April 2025 To October 2025
English - Every Weekday Except Sunday
Highlights
  •  Discover the historic center of Montalcino, home of the renowned Brunello wine.
  •  Experience the Renaissance perfection of Pienza at your own pace.
  •  Travel in comfort as you take in the UNESCO-protected landscapes of Val d'Orcia.
  •  Enjoy a premium wine tasting and gourmet lunch at Argiano.
Tour Includes
  •  Self-guided visit of Pienza and Montalcino
  •  Gourmet lunch paired with wine
  •   Wine tour and tasting at Argiano
  •   Private transportation with pick-up and drop-off
  •  Driver-Escort
Notes
  •  The wineries included in the tour may be substituted with others of a similar level, according to availability.
  •  The route may change according to traffic conditions and availability of wineries.

Pricing

FromToPax 1Pax 2Pax 3Pax 4Pax 5Pax 6
Apr 15, 2025 Oct 31, 2025 € 820 € 520 € 424 € 373 € 342 € 322
Monday,Tuesday,Wednesday,Thursday,Friday,Saturday
* Price Per Pax