Easter weekend in Tuscany’s Black Rooster region

Easter in Chianti: Hike, Taste Chianti Classico, and explore Medieval Villages. Experience an authentic and unforgettable Easter in the heart of Chianti, discovering the hidden gems of the Black Rooster region
Tour event

when

04-04-2026

duration

3 days

Tour list

type

Stable

technical difficulty

Hiking

physical difficulty

Easy

Description

Spend your Easter wandering through rolling hills dotted with vineyards, medieval villages, and the scents of spring. Enjoy a unique trekking and food & wine adventure, uncovering the secrets of a land steeped in history, tradition, and a passion for fine wine and local cuisine.

Discover the true charm of Chianti on this Easter experience: hike through breathtaking landscapes, ancient churches, and nature reserves, reaching the picturesque villages of Greve in Chianti, Montefioralle, and the Golden Valley of Panzano.

Each stop brings you closer to the genuine soul of Tuscany, with wine tastings, local specialties, convivial moments, and relaxing breaks immersed in the awakening nature.

An Easter weekend where nature, history, and tradition intertwine in an authentic and unforgettable experience.

Route

Distance: 7 km

Height difference: 290 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 hike 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 surrounded by breathtaking landscapes rich in history and tradition, allowing us to explore the cultural heritage of the region and enjoy its spectacular views. Finally, we will visit a historic winery to taste exceptional wines, savoring the tradition and passion of Chianti.

Distance: 8 km

Height difference: 300 m

We will hike through the heart of Chianti Classico, inside a protected natural area that preserves landscapes of extraordinary beauty. Our destination will be the picturesque Abbey of San Michele Arcangelo in Passignano, founded in 1309 by Giovanni Gualberto, founder of the Vallombrosan Congregation.
Even today, Vallombrosan monks live within its ancient walls, safeguarding a spiritual tradition that has lasted centuries.

But this place is not only about faith and silence: it is also a land of excellence. Along the trail, we will be surrounded by endless vineyards producing some of the world’s most renowned wines. Few know that the abbey’s historic cellars, now managed by the Antinori family, house their finest wines, slowly aged in the heart of history.

A unique experience where nature, culture, and spirituality intertwine, offering an authentic taste of the soul of Chianti.

Distance: 8 km

Height difference: 250 m

The village of Greve in Chianti, located in the heart of Chianti Classico, is currently the largest center in the Chianti region. Its millenary history is evident from its strategic position: situated along three important pilgrimage routes—the Chiantigiana Road, the route to Valdarno, and the route to Val di Pesa—Greve has long been a key meeting point for travelers and merchants.

Our excursion will start from the picturesque Piazza Matteotti, the lively heart of the village, surrounded by elegant historic buildings and cozy cafés. From here, the route winds through the gentle Chianti hills, offering breathtaking views all the way to the village of Montefioralle, perched among vineyards and olive groves.

Along the way, we will have the opportunity to explore the charm of Montefioralle up close, admiring its beauty through the picturesque corners that make this enchanting village truly unforgettable.

Where we are

Castellina in Chianti

Sara Biffoli founder of WeHike and environmental hiking guide

Sara Biffoli

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:

  • €105,00 per person, payable to WeHike, for daily experiences led by a certified GAE guide and AIS sommelier.
  • € 120,00 per person, payable to the Hotel, for 2 nights stay with breakfast
  • € 70,00 per persona, payable to the restaurant, for 2 dinners

Full details will be provided when registering for WeHike’s daily experiences.

Services included

The fee includes

  • 3 Full-day excursions with a certified GAE guide and AIS sommelier (GAE: licensed hiking and environmental guide according to Regional Law 42/2000 and subsequent amendments).
  • 2 Nights stay at the Hotel in Chianti
  • 2 Breakfasts
  • 2 Dinners

Services not included

The fee does not include

  • Travel expenses
  • All lunches
  • Wine Tasting € 15,00
  • Tourist tax of €2.00 per person per night.

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:

  • 0% penalty of booked services: up to 90 days from departure date
  • 50% penalty of booked services: up to 60 days before departure date
  • 70% penalty of booked services: up to 30 days from departure date
  • 100% penalty of services booked from the 29th day from the date of departure

Read the Terms and Conditions for participation in the guided hiking trip.

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From

€295

per person

Easter weekend in Tuscany’s Black Rooster region

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Easter weekend in Tuscany’s Black Rooster region

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