Chianti Classico: Iconic Estates, Hidden Gems and the Art of Fine Winemaking

Experience the diversity of Tuscan winemaking, from intimate Casa Emma to the renowned Villa Vignamaggio

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 Fattoria di Vignamaggio to the charm of a small, family-run estate. Along the way, immerse yourself in the picturesque hamlets and medieval castles of the Chianti Classico region.

Morning: Casa Emma - The Heart of Family Winemaking

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 Casa Emma, a small, family-owned estate nestled in the “San Donato in Poggio” area. 

As you arrive, you'll be greeted by a member of the family who will guide you through their vineyards and cellars. Learn about their sustainable farming practices and traditional winemaking techniques, which have been passed down through generations. The passion and personal touch in every aspect of their operation embody the intimate, hands-on approach to winemaking that characterizes many of Chianti's smaller producers.

Your visit culminates in a tasting of Casa Emma's wines, including their excellent Chianti Classico and perhaps their unique Vin Santo dessert wine. The intimate setting allows for a more personal interaction, allowing you to discuss the wines directly with those involved in their creation.

Traditional Lunch at Casa Emma

Following the tasting, indulge in a tradtional lunch paired with at Casas Emma's panoramic restaurant. Here, innovative Tuscan cuisine is paired perfectly with Chianti wines, offering a complete sensory experience that celebrates the region's culinary heritage.

Midday: Exploring Radda in Chianti

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. With its patchwork of vineyards, olive groves, and cypress-lined lanes, this is your chance to absorb the timeless beauty of the Tuscan countryside.

Your route takes you to the enchanting town of Radda in Chianti, a medieval gem perched atop a hill. You'll have time to explore its narrow, winding streets, admire the ancient city walls, and stop for a gelato in the picturesque main square. Don't miss the opportunity to visit some artisanal shops selling local products, from hand-crafted ceramics to traditional Tuscan delicacies.

Late Afternoon: Tasting at Fattoria di Vignamaggio

Your final destination is illustrious Fattoria di Vignamaggio, an avant-garde, organic farm and wine cellar more than 600 years old. Immerse yourself in the vineyards, olive groves, vegetable gardens, and luxuriant fruit orchards that cover more than 400 hectares of the Chianti Classico heartland. Not far from the Fattoria, Villa Vignamaggio stands out due to its a storied history dating back to the 14th century. According to tradition, it is believed to be the birthplace of Lisa Gherardini — better known as the Mona Lisa, the iconic subject of Leonardo da Vinci’s masterpiece.

Your tour of the estate will take you through its cellars and gardens, where you will learn about the evolution of winemaking techniques from the Renaissance to the present day, and how Vignamaggio balances respect for tradition with modern innovation.

The afternoon culminates in a tasting of Vignamaggio's exceptional wines. From classic Chianti Classico to innovative Super Tuscans, each wine tells a story of the estate's terroir and heritage. Your host will guide you through the tasting, providing historical context and helping you appreciate the complex flavors that centuries of expertise have crafted.

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

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