Private Chianti CastleWineries Experience from Florence

About this experience

Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a private Chianti wine tasting tour at castle wineries. Experience an intimate, luxurious journey through the heart of Italy’s most famous wine region. Whether you’re a seasoned wine connoisseur or simply curious to learn more, this exclusive tour promises an unforgettable immersion in history, culture, and, of course, exceptional wines. Follow your dream with us! Let the castles in Tuscany enchant you with their historic legacy and the array of top class-wines. Have you ever dreamt of traveling back to the era of nobles and kings? Let us be your portal to the past, transporting you to three of the most ancient and emblematic castles in the heart of Chianti Classico. Be part of a story of knights and dames, where, in times of peace or war, wine was essential—crafted to raise the spirits or toast to better days.

Itinerary

English information from the provider

1. Stop 1

   Duration: 60 min

   Pick you up from your accommodation in Florence at 9,00am. Our driver will normally be at your address at 8,45am. We will then drive to the first winery which will take approximately 1 hour.

2. Stop 2

   This Castello rises from the landscape of Chianti Classico as a place seemingly untouched by time, resting on the western slopes of the hills that overlook the Val d’Elsa. Its story began as a watchtower, a silent sentinel guarding a contested territory, around which the castle gradually took shape over the centuries. In 1260, the abandonment marked a decisive turning point: this Castello became a strategic stronghold, expanding both its structure and its role at the heart of these hills. Passing from one family to another, the castle found renewed prosperity in the sixteenth century. In 1696, the Castello pass to Marquis Carlo Riccardi Strozzi, and for centuries, the Strozzi family safeguarded the castle, until 1984, when began a new chapter under the guidance of the Albisetti family. Today, the Castello extends over 309 hectares, largely woodland, where the vineyard occupies only what nature has chosen to grant. Twenty-three hectares of vines yield around 900 hectoliters of wine

3. Stop 3

   Duration: 180 min

   Step back in time as you explore this historic castle, a historic medieval fortress and guard tower located in Gaiole in Chianti. Rising from an 8th-century Longobard watchtower overlooking the Massellone stream valley, the estate evolved into a heavily fortified stronghold that stood at the center of centuries of territorial warfare between Florence and Siena. The earliest historical footprint of the estate dates back to 790 AD during the reign of Charlemagne. Throughout the 1800s, the Ricasoli Firidolfi family managed the property under a sharecropping (mezzadria) system, turning the surrounding hills into productive vineyards and olive groves. World War II took a heavy toll on the infrastructure, and the subsequent collapse of the sharecropping system led to the abandonment of the estate. By the mid-1900s, the historic castle fell into a state of near-total ruin. In 2022, the new owners fully transformed the property into a luxury boutique resort and Chianti Classico DOCG wines.

4. Stop 4

   Duration: 90 min

   The Castello is a historic fortified estate and winery located on a hilltop in Castellina in Chianti, in the heart of Tuscany. The name of the estate first appears in historical documents from 1077. Due to its elevated position offering excellent visibility over the surrounding valleys, the property became a highly coveted defensive site. In 1529, during the conflicts between Siena and Florence, Sienese troops plundered and burned the complex and destroyed or spilled roughly 200 barrels of wine stored in the cellars. During the 18th century, parts of the castle were remodeled into a grand Tuscan villa style, a prosperous period during which the surrounding hamlet housed around 70 residents. Since 2018, the estate has been owned by the Swiss Sonderegger family. Today, it operates as an exclusive boutique hotel that pairs luxury agritourism with a fully organic agricultural production of Chianti Classico wine and extra virgin olive oil.

5. Stop 5

   Duration: 60 min

   Your guide for the day will drop you back to where you were picked up. Guides can drop clients back to other locations with prior notice.

What's included

English information from the provider

• 100% private tour
• Visit of 3 castle-wineries
• Experienced sommelier/guide with you the entire day
• Gourmet lunch
• Private transportation
• Wine tastings
• Pickup from your accommodation

What's not included

English information from the provider

• Gratuities

Additional information

English information from the provider

• Infants are required to sit on an adult’s lap
• Suitable for all physical fitness levels
• Minimum drinking age is 18
• Children must be accompanied by an adult
• If you have any special dietary requirements, please inform us in advance

Cancellation policy

English information from the provider

For a full refund, cancel at least 24 hours before the scheduled departure time.