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Medieval Majesty and Vineyard Vistas: Siena and Chianti's Tuscan Tale
Experience the medieval grandeur of Siena and savor Chianti's finest at Castello di Fonterutoli

Medieval Majesty and Vineyard Vistas: Siena and Chianti's Tuscan Tale

Travel through the heart of Tuscany, where art, history, and viticulture intertwine to create a truly sensory experience. This full-day tour takes you from the awe-inspiring medieval city of Siena to the prestigious Castello di Fonterutoli in the Chianti region, offering a perfect blend of cultural exploration and gastronomic indulgence. 


Morning: Siena's Medieval Marvels

Your Tuscan adventure begins as your private driver collects you from your accomodation, whisking you through the rolling hills of the countryside to the enchanting city of Siena. As you approach, the city's skyline, dominated by the distinctive bell tower of the Palazzo Pubblico, invites a day of historical discovery.

Meet your expert local guide for an immersive tour of Siena's UNESCO World Heritage city center. Begin in the famous Piazza del Campo, one of Europe's greatest medieval squares and home to the bi-annual Palio horse race. Marvel at the magnificent Palazzo Pubblico, with its striking Torre del Mangia, and learn about Siena's unique system of government during the Middle Ages.

Your guide will lead you through a labyrinth of narrow streets and alleys, each with its own story. Discover hidden squares, ornate fountains, and palaces that speak to Siena's former wealth and power. Visit the Duomo, Siena's stunning cathedral, an Italian Romanesque-Gothic architecture masterpiece, and admire the intricate marble mosaic floor, Nicola Pisano's ornate pulpit, and works by masters such as Donatello and Michelangelo.

Lunch: Gastronomic Delights at Castello di Fonterutoli

As the morning exploration of Siena concludes, your appetite will be primed for an authentic Tuscan culinary experience. Your driver will transport you through the picturesque Chianti landscape to Castello di Fonterutoli, where a gourmet lunch awaits at the estate's restaurant.

Nestled in the heart of Chianti Classico, Fonterutoli's restaurant offers a dining experience that perfectly complements its winemaking heritage. The restaurant's philosophy centers on showcasing the finest local ingredients prepared with traditional techniques and modern creativity.

Afternoon: Castello di Fonterutoli – A Chianti Legacy

With your palate awakened by the exquisite lunch, you are now ready to delve deeper into the world of Chianti wines. Meet your host at Fonterutoli, where you will be guided through the state-of-the-art winery, explaining how modern technology coexists with time-honored winemaking practices. Learn about the Mazzei family's pivotal role in Chianti's history, including their contribution to the original formula for Chianti wine in 1398.

Explore the extensive cellars carved deep into the hillside, where thousands of barrels of wine slowly mature in perfect conditions. Your tour culminates in tasting Fonterutoli's exceptional wines, including their acclaimed Chianti Classico and perhaps their top cuvée, Siepi.

During the tasting, your host will guide you through the nuances of each wine, explaining how the unique Chianti terroir influences the flavors in your glass. This is your opportunity to truly understand what makes Chianti wines so special and why they have captivated wine lovers for centuries.

As the day draws to a close, your driver will escort you back to your acommodation.

Tour Information

  • Tour Code : MON505.25
  • Type : Private Tour
  • Category : Food & Wine Tours
  • Duration : 8 Hours
  • Departure City : Montalcino, Italy
  • Departure : Guaranteed Departure
  • Grade/Difficulity : Moderate
  • Transport Mode : Car/Minivan
  • Children Allowed : Yes
  • Min Group Size : 1
  • Max Group Size : 6
  • Arrangement : Driver + Guide
  • Entrance Fee : Included
  • Hotel Pickup : Yes
  • Language Offered : English, Spanish, Portuguese
  • Hotel Dropoff : Yes
  • Meeting Time: 08:30 AM
  • Starting/Meeting Point : Your hotel
Availability
From January 2025 To December 2025
English - Every Weekday
Spanish - Every Weekday
Portuguese - Every Weekday
Highlights
  •  Stroll through the winding medieval streets of Siena, a UNESCO World Heritage Site, as your expert guide brings the city’s rich history to life.
  •  Visit the breathtaking Siena Cathedral, where art and architecture intertwine in a dazzling display of marble, sculpture, and stained glass.
  •  Experience the legacy of centuries of winemaking in the Chianti region and discover how tradition and innovation shape every vintage.
  •  Savor a refined lunch at the historic Castello di Fonterutoli, a cornerstone of Chianti winemaking for over six centuries.
  •  Delight in a guided wine tasting paired with regional dishes, and discover how tradition and innovation shape every vintage.
Tour Includes
  •  Expert local guide in Siena
  •  2.5-hour Private guided tour of Siena
  •  Entrance ticket to Siena’s Duomo
  •  Gourmet lunch paired with wine
  •  Tour and wine tasting at Castello di Fonterutoli
  •  Private Driver Escort with pick-up and drop-off
Notes
  •  The route may change according to traffic conditions and availability of wineries.
  •  The wineries included in the tour may be substituted with others of a similar level, according to availability.
  •  Tours in Spanish and Portuguese are available on request.

Pricing

FromToPax 1Pax 2Pax 3Pax 4Pax 5Pax 6
Jan 2, 2025 Dec 31, 2025 € 935 € 518 € 379 € 309 € 267 € 240
Monday,Tuesday,Wednesday,Thursday,Friday,Saturday,Sunday
* Price Per Pax