Undiscovered Tuscany

Italy, Tuscany / 5 Days

Food and Wine, Private Touring, Villa Stay

Entrench yourselves in Chianti, staying four nights in a beautiful Tuscan Residence. With your own private guide, you will explore a little more of the region each day. Engage the senses with tastings and observations of the local artisans at work.

A wonderful insight into Tuscany without the normal touristy hype.

Day One


Transfer from Pisa or Florence to eastern Chianti, to family owned 4-star Residence Gavillaccio for 4 nights Pick up in Pisa or Florence. The Residence is located in the middle of a tiny borgo (hamlet). Check-in, light lunch and orientation of the grounds and area. Residence Gavillaccio is in an extremely panoramic position, on the borders of Chianti and in the middle of a triangle of art formed by Florence, Siena and Arezzo. It's an ideal place to stay for those who want to spend a completely relaxing vacation in natural surroundings, while being able to easily reach the most important historical and artistic places in Tuscany. Afternoon FRESCOES & TEA: Drive up to the Setteponte where we'll stop in to visit studio where two brothers do impressive fresco restoration in the local parish churches. Transfer a few kilometers up the road where we'll visit a local herbalist who is making Tuscan tea with spontaneous and planted herbs. A walk through Federigo's stunning garden followed by tea tasting. Evening orientation of the area.
Meals Included: light tasting lunch and afternoon tea tasting with your host

Day Two


We take a quick drive to a nearby valley where we'll learn the ins and outs of pecorino (sheep cheese). The subtle details from the herbs and grasses the sheep feed on, the sheepherder's style, the environment where it is made and stored; the final taste is a real marriage of high quality milk, curdling compounds (rennet), salting and aging processes. We'll enjoy a light cheese tasting with local wines. From here we will drive towards the Pratomagno massif, where we'll visit Loro Ciuffenna listed as one of the prettiest borghi (villages) in Italy. Visit of the town, the local organic shop and one of the oldest standing mills, as well as an exquisite Romanesque pieve, parish church. Following we will call upon a local family winery where winemaker Roberto shares his philosophy and passion around the making of Chianti Classico and other wines made with local, indigenous grapes. We'll combine our tasting of his wines with a beautiful lunch of local specialities. A nice stroll around through the vineyards and around the farm before our return to Gavillaccio for a swim or rest. Dinner on own.
Meals Included: Breakfast and Lunch

Day Three


Visit to the olive oil mill and terracotta producer in Impruneta. Morning visit to the terracotta production studios were we learn all about the history of the rich, durable terracotta clay. We'll continue on just up the road to meet Stefano and his beautiful family who loving tend their olive trees and produce the most wonderful olive oil. Lunch with the family at the mill.
Meals Included: Breakfast and Lunch

Day Four


Early morning transfer to Arezzo for our first stop with Danilo Vestri to learn all about his artisan Tuscan chocolate production (followed by a tasting). Quick shuttle into the city center. Meet with local guide Giuseppe, see the sights. Lunch in town. Free time to explore Arezzo.
Meals Included: Breakfast

Day Five


Departure for continued travels in Italy. After breakfast and check-out transfer to departing airport or train station. Hotel can arrange for taxi to airport.
Meals Included: Breakfast

  • Four nights at Residence Gavillaccio
  • Breakfast daily
  • Two Tuscan lunches
  • One light tasting lunch
  • Artisanal tea, cheese, wine, oil & chocolate visits and tastings
  • Local bilingual guide
  • Van transport
  • Baggage transfers
  • Farm or other entrance fees
  • City guide

Note: Dinners are not included and left free for you to explore local trattorias at your leisure, however if you wish it is possible to include afternoon cooking classes were time permits at Residence Gavillaccio with a local chef for an additional fee. Just mention this and it can be incorporated with your stay.

Departure Date

This package is available all year round, on a date to suit your plans. Just ask us to check availability for your chosen travel time.


$2973 per person based on twin/double share

Note that prices are subject to availability and exchange rate fluctuations

Please note that your final price will be subject to the number of guests, the time of year you travel, availability of inclusions at time of booking and exchange rate fluctuations.


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We believe small details make a big difference. That's why we are proud to be a boutique company with the ability to fully dedicate our attention to your holiday plans, giving them all the care they deserve. We love to talk with you, to listen to your needs and ensure everything is created according to your preferences. We know every moment of your holiday is precious and therefore we promise you will have our complete care and personal assistance both before and throughout your entire trip.


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The packages you see on this website are just an idea of what is possible. Everything is completely customisable. Simply get in touch and tell us what you would like to change.

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  • 2Select elements of our tours (or your own ideas) that you like
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