25-10-2025
2 days
Stable
technical difficulty
Hiking
Easy
An unforgettable food and wine hiking weekend, discovering the hidden secrets of an enchanted land. We are in the heart of Chianti, among hills dotted with vineyards and medieval villages. Here, each trail tells an ancient story of tradition and passion for good food and fine wine.
During our trip, we will have the opportunity to visit fascinating villages such as Panzano in Chianti and the Conca d’Oro, with its ancient parish churches and castles, Greve in Chianti and Montefioralle, places steeped in history and charm. We will explore theProtected Natural Area of Badia a Passignano and admire theAbbey of San Michele Arcangelo in Passignano, true cultural treasures immersed in the beauty of Tuscan nature.
Not only hikes, but also unique culinary experiences await us. We will dine at the old butcher shop of Dario Cecchini, called “the world’s most famous butcher” by the New York Times, to enjoy local delicacies, including delicious vegetarian menus. Finally, we will visit a wine cellar to taste wines and hear, through our glasses, the history of this wonderful area of Tuscany.
Distance: 7 km
Height difference: 220 m
With this hike we will have the opportunity to explore the picturesque Conca d'Oro in Panzano in Chianti, an area renowned for its natural and historical beauty.
We will walk through a scenic valley, considered one of the most fascinating in the Black Rooster Lands, characterized by the presence of ancient parish churches and majestic castles emerging among lush groves and rows of vineyards.
We will be immersed in a breathtaking landscape, rich in history and tradition, allowing us to discover the rich cultural heritage of this region and enjoy its spectacular views.
Finally, a visit to a historic winery will await us, where we will taste four extraordinary wines, savoring the tradition and passion of Chianti.
Distance: 6 km
Height difference: 280 m
The village of Greve in Chianti, located in the heart of Chianti Classico, currently constitutes the largest center in the Chianti area. Its historical importance is highlighted by its strategic location along three important pilgrimage routes: the Via Chiantigiana, the route to Valdarno and the route to Val di Pesa, which have made it a crucial meeting point since ancient times.
The hike will start from the charming Piazza Matteotti, which is the centerpiece of the village of Greve in Chianti. From this square, the trail will lead us along a path that winds through the rolling Chianti hills, giving us a magnificent view of the Borgo di Montefioralle.
During our itinerary we will have the opportunity to explore the beauty of Montefioralle up close, admiring its splendor through picturesque views that characterize this charming village.
Panzano in Chianti
Hiking guide and Founder of WeHike
Sara Biffoli, founder of WeHike, hiking guide and AIS Sommelier. I am Sara Biffoli, AIS sommelier, hiking guide and founder of WeHike. Born and raised in Florence, with a three-year break in the United States. With WeHike, my hiking guides and I will take you to Italy’s most beautiful valleys, mountains and villages with unique guided hikes for an even more intense immersion in the nature and traditions of my country.
WeHike is the specialized outdoor agency in Italy for unique and unforgettable experiences.
Registration for daily walks and experiences with wine tasting and reservations for overnight accommodations and meals are made through separate channels at separate times.
To participate in the event, it is necessary to register for the daily experiences through the WeHike website. Once the minimum number of participants has been reached to confirm the event, participants will proceed with the payment of overnight accommodations and meals directly to the accommodation facility.
The participation fee for the weekend in Chianti is €185.00 per person, divided as follows:
Full details will be provided when registering for WeHike’s daily experiences.
Registrants will receive all booking and travel details by email. The event is limited in number.
Important
Report any food allergies or intolerances at the time of booking.
The guide reserves the right to be able to change the program itinerary according to weather conditions for the safety of the group.
Cancellation policy
It is possible to cancel your reservation according to the following:
Read the Terms and Conditions for participation in the guided hiking trip.
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From the heart of Tuscany, WeHike takes you to discover Chianti and Italy’s most picturesque landscapes with daily hikes and hiking trips.
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