






30-05-2026
4 days
Stable
technical difficulty
Hiking
Easy
A weekend in Chianti for the june 2nd holiday: a unique wine and hiking experience, discovering the hidden secrets of an enchanting land. we are in the heart of chianti, among hills dotted with vineyards and medieval villages. here, every trail tells an ancient story of tradition and a passion for fine food and wine.
Discover the authentic charm of this region with scenic hikes through breathtaking landscapes, historic villages, and exceptional flavors. Each day brings new adventures: from the ancient churches of Panzano’s Golden Basin to the vineyards of the Badia a Passignano Nature Reserve, and the picturesque streets of Greve in Chianti and Montefioralle.
During the weekend, you’ll also enjoy the “I Profumi di Lamole” event in the enchanting village of Lamole in Chianti—a unique opportunity to taste exquisite wines, meet local producers, and immerse yourself in the region’s traditions.
This journey blends nature, history, and culinary heritage, enriched by premium wine tastings and the unmistakable atmosphere of this iconic Tuscan region. It’s the perfect way to celebrate the June 2nd long weekend, combining adventure and relaxation.
Distance: 7 km
Height difference: 220 m
With this hike we will have the opportunity to explore the picturesque Conca d'Oro of Panzano in Chianti, an area renowned for its natural beauty and historical value.
We will pass through a scenic valley, considered among the most fascinating in the Black Rooster Lands, characterized by ancient parishes and castles rising among lush groves and vineyards. We will be immersed in a breathtaking landscape steeped in history and tradition, offering us the opportunity to discover the rich cultural heritage of this region and admire its spectacular views.
We will end the day with a visit to a historic winery, where we will taste extraordinary wines, savoring the tradition and passion that make Chianti unique.
Distance: 8 km
Height difference: 350 m
We will walk through a nature reserve located in the heart of Chianti Classico, a place rich in beauty, history and spirituality. Along the way, we will visit the striking Abbey of San Michele Arcangelo in Passignano, founded in 1309 by Giovanni Gualberto, the founder of the Vallombrosan Congregation.
This abbey is still home to Vallombrosian monks, preserving a living spiritual and religious tradition. In addition, we will have the opportunity to visit a prestigious winery within the nature reserve, where we will be able to taste the famous wines typical of Chianti.
An extraordinary experience to fully immerse oneself in local culture and traditions.
Distance: 6 km
Height difference: 280 m
A day spent discovering Lamole, an authentic village in Chianti, surrounded by vineyards and stone terraces. Lamole preserves an ancient winemaking tradition, producing elegant wines deeply connected to the land.
The day will be made special by participating in the “I Profumi di Lamole” event, where local producers open their wineries and share insights about vineyard work and the characteristics of their wines.
Tastings will allow us to savor refined, mineral-rich wines, true expressions of these centuries-old hills. An immersive experience among nature, culture, and winemaking tradition, giving us the chance to experience the soul of Lamole in the heart of Chianti.
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 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.
Lamole 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 €295.00 per person, divided as follows:
Full details will be provided when registering for WeHike’s daily experiences.
The fee includes.
The fee does not include.
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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Fill out the form to check availability and get all the information you need. Your journey into nature starts here!
Fill out the form to check availability and get all the information you need. Your journey into nature starts here!