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A Day in Tuscany: Nature, Wine & Tradition
Explore the Heart of Tuscany with a Guided Walk, Wine Cellar Tour, and Gourmet Lunch

A Day in Tuscany: Nature, Wine & Tradition

Escape the city and step into the heart of Tuscany with a guided hike through scenic vineyards and peaceful olive groves. This unforgettable experience invites you to slow down, breathe in the fresh countryside air, and connect with the land in a meaningful way.

Your adventure begins as your private driver collects you from Siena, whisking you away to the heart of the Chianti Classico region. Your destination is the renowned Castello Monterinaldi Winery, a historic estate dating back to 1010 AD. Named after Count Gottifredo, the castle has endured centuries of conflict—from medieval battles to World War II—yet still stands proudly as the heart of the estate. Winemaking today takes place at the nearby Villa Pesanella, where generations of passion and tradition shape every bottle. With 50 hectares of vineyards and a focus on classic varietals like Sangiovese and Canaiolo, Monterinaldi is a proud champion of Chianti Classico, producing wines that reflect the rich character of the land. As you walk along quiet trails, your local guide will share stories, history, and insights into the region’s traditions and natural beauty.

After the hike, you’ll enjoy a wine tasting and traditional lunch based on Tuscan cuisine, deeply rooted in the estate's rich history and commitment to sustainability. Indulge full Tuscan lunch at the 19th-century Villa Pesanella where meals are thoughtfully paired with Monterinaldi's organic wines. Offering a comprehensive taste of local flavors and the beautiful backdrop of the estate's picturesque surroundings, you’ll get the chance to embrace the philosophy of slow, intentional growth that Castello Monterinaldi proudly represents.

After the lunch concludes, your driver will escort you back to Siena. As you make your way back to Siena, you’ll have time to reflect on Tuscany’s nature, history in wine production, and local charm.

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Tour Information

  • Tour Code : SITRMR1.25
  • Type : Private Tour
  • Category : Hiking Tours
  • Duration : 6 Hours
  • Departure City : Siena, Italy
  • Departure : Guaranteed Departure
  • Grade/Difficulity : Easy
  • Transport Mode : Hiking
  • Children Allowed : Yes
  • Min Group Size : 2
  • Max Group Size : 6
  • Arrangement : Local Guide
  • Entrance Fee : No inside visits
  • Hotel Pickup : No
  • Language Offered : English
  • Hotel Dropoff : No
  • Meeting Time: 09:00 AM
  • Starting/Meeting Point : Your Hotel
Availability
From March 2025 To October 2025
English - Every Weekday Except Sunday
Highlights
  •  Dive into the legacy of centuries of winemaking in the Chianti region and discover how tradition and innovation shape every vintage.
  •  Step off the beaten path and into the soul of Tuscany with a scenic hike led by a local guide.
  •  Wander through rolling hills, ancient olive trees, and sunlit vineyards while discovering the history and traditions rooted in the land.
  •  Experience the legacy of Castello Monterinaldi and explore the estate with roots dating back to 1010 AD.
  •  Indulge in a farm-to-table dining experience with seasonal local ingredients in a charming countryside villa.
Tour Includes
  •  Expert local guide
  •  Guided tour of the wine cellar
  •  Private Driver Escort with pick-up and drop-off in Siena
  •  Guided hike through vineyards and olive groves
  •  Full-course lunch paired with wine at Villa Pesanella
Notes
  •  Please be sure to wear comfortable walking shoes.

Pricing

FromToPax 1Pax 2Pax 3Pax 4Pax 5Pax 6
Mar 1, 2025 Oct 31, 2025 € 660 € 330 € 264 € 230 € 195 € 182
Monday,Tuesday,Wednesday,Thursday,Friday,Saturday
* Price Per Pax