Tuscan Hills Tour: Chianti Classico Wine Tasting

There are places in Italy where nature, tradition, and time seem to move in perfect balance. Tuscany is one of them, a landscape shaped by rolling hills, orderly vineyards, ancient farmhouses, olive groves with silvery leaves, and medieval villages that appear untouched by the centuries.

This private experience invites you to immerse yourself in the Chianti Classico countryside, beginning with a comfortable hotel pick-up and a full day dedicated to scenery, culture, and wine. Traveling with your private driver, you leave the city behind and enter a land whose beauty is as authentic as it is iconic.

This Chianti Classico wine tasting private tour is not simply about visiting wineries. It is about understanding a territory where wine is part of daily life and seasonal rhythms. As you cross the hills of the Chianti Classico area, your driver introduces the landscape that defines one of Italy’s most celebrated wine regions, where vineyards alternate with forests, stone villages, and historic estates.

The heart of the experience is a visit to a family-run winery, where tradition and respect for the land guide every step of production. Here you enjoy a guided tasting of organic Chianti Classico wines, accompanied by locally produced olive oil and vinegar. The tasting is paired with a typical Tuscan lunch, allowing you to appreciate how local flavors and wines naturally complement one another.

Before returning, the day continues with a relaxed walk through one of the area’s most charming medieval villages. Stone streets, small squares, and panoramic views offer a quiet moment to absorb the atmosphere and history of rural Tuscany, far from crowds and rush.

This private Chianti Classico experience is designed for travelers who want to slow down, taste, and truly connect with Tuscany. A full day that blends landscape, wine, and heritage into an authentic and deeply memorable journey through the Tuscan hills.

Please inform our tour designers if anyone in your group has any food intolerances or allergies, your guide will customize the tour for you!

1. Dolce Vita policy is applied on all Standard Bookings placed more than 72 hours from the date of the event. We provide all our customers with Refundable Terms up to 72 hours from the date of the event for any reason. To apply for a refund including where your tour is cancelled or changed by Eyes of Rome®, please contact our customer service team at info@eyesofrome.com.
2. Peace of Mind policy is applied on Selected Bookings and on all Bookings placed within 72 hours from the date of the event. We provide all our customers with Refundable Terms so if you are unable to attend your booking due to unforeseen circumstances outside of your control you may be entitled to a refund - please see our full set of Refundable Terms and Conditions here. To apply for a refund, please find the instructions on how to apply in the booking confirmation email you received after payment.