Chianti Valley, nestled in the heart of Tuscany, is renowned for its exceptional culinary offerings, fine wines, and ancient architectural charm. As you journey along the scenic Chiantigiana road, you’ll find yourself immersed in a landscape of rolling hills adorned with olive groves, sprawling vineyards, and rustic stone villas. This idyllic route takes you through the charming villages of Castellina in Chianti and Greve in Chianti, with a special stop at a delightful local, family-run winery.

Begin your exploration by following the meandering Chiantigiana road toward Castellina in Chianti, a picturesque village with deep historical roots. A must-see along the way is Fattoria Pomona, a traditional winery that has been operated by the same family since 1890. This winery warmly welcomes travelers who wish to taste and purchase their organic Chianti Classico wines. The serene vineyard setting and warm hospitality offer an authentic introduction to the region’s winemaking legacy.

Upon reaching Castellina in Chianti, take time to admire the historic castle that dominates the central square and the remarkably preserved fortress walls that once protected the town. A stroll along Via delle Volte, an atmospheric stone walkway, reveals local artisan shops and cozy enoteca wine bars. Don’t miss the Archeological Museum, which provides insights into the area’s rich Etruscan and Roman past. You can also ascend one of the town’s towers to take in sweeping panoramic views of the surrounding Tuscan countryside.

Your journey continues with a drive to Greve in Chianti, surrounded by flourishing vineyards and olive orchards. This village is the birthplace of the 15th-century explorer Giovanni da Verrazzano, known for discovering New York’s bay. His statue proudly stands in the main square, Piazza Matteotti, where locals and visitors alike gather beneath the elegant arcades. This three-sided piazza is lined with inviting cafés, artisanal shops, and wine sellers—perfect for soaking in the town’s leisurely pace.

On the return leg, consider stopping at the renowned Castello di Verrazzano and Viticcio wineries, both of which offer guided tours, tastings, and delectable food pairings. Reservations are recommended, especially during peak seasons. These wineries provide a deeper look into Chianti’s viticulture and pair perfectly with the region’s slow-food traditions.

For those who wish to explore beyond the wine scene, the Chianti Sculpture Park offers a contemporary art experience set within tranquil woodland. Here, sculptures seamlessly blend with the environment, offering a unique fusion of nature and creativity. Another intriguing stop is the Chianti Astronomical Observatory & Botanical Gardens, where you can learn about celestial bodies and rare plants in a peaceful countryside setting.

This journey through Chianti Valley is an exquisite mix of flavors, history, and scenic beauty, offering a deep connection to Tuscany’s rich cultural and agricultural heritage.

A-Activ-27sep2025-178