Ferragosto Weekend in Chianti

A small-group weekend in Tuscany immersed in a peaceful oasis among the vineyards and hills of Chianti Classico. The perfect Ferragosto combining relaxation, outdoor adventure, cultural discovery, and authentic Tuscan flavors in the heart of Italy.
Tour event

when

14-08-2026

duration

3 days

Tour list

type

Stable

technical difficulty

Hiking

physical difficulty

Easy

Description

Ferragosto in Chianti: a short getaway and a fresh, unconventional way to celebrate Ferragosto in Tuscany — exploring hidden corners, soaking up the sun, enjoying outstanding food and wine, and sharing meaningful moments with like-minded travelers. Spend a long summer weekend discovering a lesser-known side of Chianti, far from the crowds, together with a small group of curious explorers.

During the weekend, you’ll experience the stunning Parco Fluviale del fiume Elsa, diving into its crystal-clear turquoise waters through rafting or river trekking — a unique, fun, and refreshing adventure in the Tuscan countryside. A scenic, easy hike along Chianti’s panoramic trails will lead us to a small Etruscan necropolis and to the beautiful medieval hamlet of Castello di Fonterutoli, whose historic charm remains perfectly preserved.

Of course, this Tuscan experience wouldn’t be complete without exceptional food and convivial moments. A private chef will host a hands-on pizza workshop and authentic Italian pizza party, where you’ll learn the art of traditional pizza-making and create your own masterpiece. On Ferragosto night, we’ll celebrate together with a themed dinner, great music, and a festive summer atmosphere.

Route

Distance: km

Height difference: m

We’ll meet in Colle Val d’Elsa to kick off our weekend with an outdoor adventure along the Elsa River. You can choose between river trekking or rafting, guided by experienced rafting instructors, while enjoying the stunning scenery and the refreshing, crystal-clear waters of this enchanting river.

The Parco Fluviale del fiume Elsa is also a peaceful oasis in the heart of Chianti Classico: a protected natural reserve and habitat for numerous plant and animal species. A true paradise for both body and mind.

Distance: 6 km

Height difference: 200 m

In the morning, we’ll enjoy an easy guided hike to reach a small Etruscan necropolis, followed by a visit to the enchanting medieval village of Fonterutoli, owned by the historic Mazzei family. Here, centuries-old stories echo through the streets, and you can fully experience the rich culture of the Chianti region.

Those interested can also tour the Fonterutoli winery, a spectacular space included in Toscana Wine Architecture — a collection of 14 architecturally remarkable wineries designed by leading contemporary architects. A wine tasting of their exceptional Chianti wines is included.

In the afternoon, you’ll have the chance to relax at the hotel’s panoramic swimming pool before enjoying the Ferragosto aperitif and dinner, where live music will set the perfect backdrop for a festive, convivial atmosphere.

Distance: km

Height difference: m

To conclude our Ferragosto weekend in Chianti on a high note and in total relaxation, the last day is free of excursions or hikes. After a hearty breakfast and before departure, those who wish can stay a little longer to enjoy the hotel’s pool, with late check-out available upon request.

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 €345,00 per person, divided as follows:

  • €90,00 per person payable to WeHike for day experiences conducted with certified GAE guide and AIS Sommelier
  • € 220,00 per person, payable to the accommodation for 2 overnight stays, 2 breakfasts and 2 dinners.
  • € 35,00 per person to be paid at the Rafting Guide
  • Single rooms available

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

Services included

  • Accompaniment with Environmental Hiking Guide for the duration of the program (environmental hiking guide licensed under L.R. 42 of 23/03/2000, as amended)
  • 2 nights stay with 2 dinners and 2 breakfasts
  • Access to the beautiful swimming pool

Services not included

  • Travel costs to reach the meeting place
  • Tourist tax of € 3,00 per night/person
  • All lunches
  • Anything not specified in “The fee includes”

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

€345

per person

Ferragosto Weekend in Chianti

Book your unforgettable experience

Fill out the form to check availability and get all the information you need. Your journey into nature starts here!

Ferragosto Weekend in Chianti

Book your unforgettable experience

Fill out the form to check availability and get all the information you need. Your journey into nature starts here!