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Premium Tour of Chianti Classico: Iconic Estates and the Art of Fine Winemaking
Experience the diversity of Tuscan winemaking from the renowned Antinori nel Chianti to the historic Castello Monterinaldi

Premium Tour of Chianti Classico: Iconic Estates and the Art of Fine Winemaking

Journey through the rolling hills of Chianti, where centuries-old winemaking traditions blend seamlessly with modern innovation. This full-day tour offers a unique opportunity to experience the contrasts of Tuscan viticulture, from the grandeur of the Antinori empire to the charm of a small, wine estate located in a castle. Along the way, you’ll experience the perfect balance of cultural discovery and indulgent flavors.

Morning: Antinori nel Chianti Classico –  A Legacy of Innovation

Your adventure begins as your private driver collects you from your accomodation, whisking you away to the heart of the Chianti Classico region. Your first stop is the impressive Antinori nel Chianti Classico winery, a testament to the Antinori family's 26 generations of winemaking excellence. Owned by one of Italy’s most influential winemaking families, this winery is the crown jewel of a lineage that dates back over 600 years.

As you arrive, the terracotta-hued structure reveals itself, seamlessly integrated into the rolling hills of Chianti. The building itself is a celebration of design and tradition, setting the stage for the winemaking and gastronomical excellence you’re about to experience.

Your host will lead you through the state-of-the-art facility and explain the meticulous process behind Antinori's renowned wines. You'll learn about the Antinori family’s legacy, their pioneering role in creating the "Super Tuscan" wines, and their commitment to innovation without compromise. You will also find out Piero Antinori's pivotal role in challenging traditional wine classifications with bold new blends in the "Super Tuscan" movement. From the gravity-flow winemaking system to the extensive aging cellars, you'll discover how every detail has been designed to produce wines of exceptional quality. 

The tour culminates in tasting Antinori's finest selections, possibly including their famous Tignanello or Solaia. As you savor these world-class wines, your host will provide insight into their unique characteristics and the terroir that shapes them.

Lunch at Antinori nel Chianti Classico

Following the tasting, indulge in a gourmet lunch that perfectly complements the estate's winemaking legacy. The restaurant's philosophy centers on showcasing the finest local ingredients, prepared with a blend of traditional techniques and modern creativity. With sweeping views and a deep-rooted winemaking tradition, this estate is a perfect setting for a culinary interlude.

You'll be treated to a gourmet, multi-course meal that celebrates the flavors of the region. Seasonal ingredients and innovative Tuscan cuisine are paired with Antinori wines to create a dining experience that is both rustic and refined.

Afternoon: Wine Tasting at Castello Monterinaldi

After lunch, your journey continues along the scenic roads of Chianti Classico. As you wind through the undulating hills, your driver will point out historic castles and charming hamlets that dot the landscape. Your route takes you to 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.

You’ll enjoy a private tour of Castello Monterinaldi Winery’s wine cellar, where you’ll learn about age-old winemaking techniques and taste a selection of local wines. You’ll learn how sustainability goes hand-in-hand with tradition at this estate: grapes are fermented and aged in steel, vitrified concrete, and French oak barrels, preserving the authentic profile of Chianti Classico while embracing modern methods that elevate quality. Inspired by their emblem, the turtle, Monterinaldi’s approach is one of thoughtful, steady progress, rooted in the belief that meaningful wine comes from deep respect for nature, heritage, and time.

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

Tour Information

  • Tour Code : MONWINE2.05.25
  • Type : Private Tour
  • Category : Food & Wine Tours
  • Duration : 9 Hours
  • Departure City : Montalcino, Italy
  • Departure : Guaranteed Departure
  • Grade/Difficulity : Easy To Moderate
  • Transport Mode : Walking + 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: 08:30 AM
  • Starting/Meeting Point : Your hotel
Availability
From March 2025 To November 2025
English - Every Weekday
Highlights
  •  Dive into the legacy of centuries of winemaking in the Chianti region and discover how tradition and innovation shape every vintage.
  •  Savor a gourmet lunch paired with exceptional wines at Antinori nel Chianti Classico, a cornerstone of Chianti winemaking.
  •  Soak in panoramic views of the Chianti region and travel in comfort.
  •  Experience the legacy of Castello Monterinaldi and enjoy a guided tour and tasting of its iconic Chianti Classico wines.
Tour Includes
  •  Gourmet lunch paired with wine
  •  Wine tour and tasting at Antinori nel Chianti Classico
  •  Wine tour and tasting at Castello Monterinaldi
  •  Private Driver Escort with pick-up and drop-off
Notes
  •  The route may change according to traffic conditions and availability of wineries or tickets.
  •  The wineries included in the tour may be substituted with others of a similar level, according to availability.

Pricing

FromToPax 1Pax 2Pax 3Pax 4Pax 5Pax 6
Mar 1, 2025 Nov 30, 2025 € 850 € 525 € 420 € 365 € 332 € 310
Monday,Tuesday,Wednesday,Thursday,Friday,Saturday,Sunday
* Price Per Pax