05-01-2026
2 days
Stable
technical difficulty
Hiking
Easy
An unforgettable trekking 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, every path tells an ancient story of tradition and passion for fine wine.
During our journey, we will have the opportunity to visit charming villages such as Panzano in Chianti and the Conca d’Oro, with its ancient parish churches and castles, as well as Greve in Chianti and Montefioralle — places rich in history and charm.
Not just hikes, but authentic wine experiences. During our treks, we’ll stop at a local winery to taste fine wines and listen — through each glass — to the story of this extraordinary land.
This journey is for those who wish to rediscover the pleasure of fresh air, good wine, and the simple joy of a shared toast.
It’s an invitation to slow down, breathe, and be enveloped by the scents, flavors, and landscapes of Chianti.
You’ll return home not only with beautiful images, but with genuine and unforgettable emotions.
Distance: 7 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 village of Greve in Chianti. From there, the trail will lead us along a path winding through the gentle Chianti hills, offering a magnificent view of the village of 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. Finally, we’ll visit a historic winery, where we’ll taste four exceptional wines and experience the tradition and passion of the Chianti region.
Distance: 8 km
Height difference: 300 m
With this hike, we will have the opportunity to explore the enchanting Conca d’Oro of Panzano in Chianti, an area renowned for its natural and historical beauty.
We will walk through a panoramic valley, considered one of the most fascinating in the Lands of the Black Rooster, characterized by ancient parish churches and majestic castles emerging among lush woods and rows of vineyards.
We will be immersed in a breathtaking landscape, rich in history and tradition, allowing us to discover the region’s rich cultural heritage and enjoy its spectacular views.
Greve 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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Compila il modulo per verificare la disponibilità e ottenere tutte le informazioni di cui hai bisogno. Il tuo viaggio nella natura inizia qui!
Fill out the form to check availability and get all the information you need. Your journey into nature starts here!
