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Aerial view of famous Abbey of Monte Oliveto Maggiore, a large and idyllic Benedictine monastery via Alla Khananashvili
Bolgheri vineyards panoramic view at sunset. Castagneto Carducci via StevanZZ
Volpaia is a small fortified village in Tuscany via studioghifoto
A grayscale shot of The Abbey of Monte Oliveto Maggiore via Wirestock
Charming, historic Tuscan hilltop village Monticchiello via Stephen Bridger
The Abbey of Sant'Antimo is a former Benedictine monastery via Maria Maslova
The walled town of San Quirico d'Orcia, UNESCO World Heritage Site via Robert Harding
Aerial view of Pienza, Tuscany via Epic Life
Tuscan landscape, etching c. 1920.

Walking in Southern Tuscany - Art, architecture and landscapes in the Val d’Orcia and Chianti

Tour highlights

  • Five walks of between 4 and 10 kilometres through exquisite landscape of soaring cypress, olives and vines.
  • Art history away from the tourist throngs – medieval fortress towns, Romanesque churches, Renaissance palazzi, Sienese painting.
  • Based in two tiny towns in topographically diverse areas of Tuscany.

To walk through quintessentially Tuscan landscapes, along chalky tracks lined with soaring cypress trees and flanked by neat rows of vines and well-kept olive trees, must surely be one of life’s great pleasures. The walks selected here pass through farmland and woodland, where primrose, violet and cyclamen nestle below chestnut, holm oak and beech. Pine trees grace the higher terrain. Walking is conducive to observing at close quarters the variations of plant, animal and birdlife in this enchanting countryside.

But if seeing the artistic and architectural delights in these parts of Tuscany is your aim, this tour also offers opportunity to do so. We avoid the tourist throngs in the larger towns and cities and concentrate on the smaller and less-visited places. Medieval fortress towns, Romanesque churches, Renaissance palazzi and paintings of the Sienese school are particularly in evidence here. Sometimes these are seen at the beginning or the end of a morning’s walk, sometimes during a half day spent in leisurely exploration of one of the enchanting little cities or settlements. All are seen in the enlightening company of an art historian.

And while the walks are taxing enough to ensure that hearty evening meals are fully deserved, they are not so strenuous as to detract from enjoying the ever-changing views and natural, agricultural and constructed sights.

We take trouble to ensure that much of what you eat is produced from fine local ingredients, including Pecorino cheese and the prized salami of the cinta senese pigs. The food is often perfectly complemented by a glass of one of the world’s finest red wines, based as the tour is in the nucleus of Tuscan viticulture.


Practicalities

Two sharing: A$6,620 or A$6,140 without flights. Single occupancy: A$7,570 or A$7,090 without flights.

Travel by private coach; hotel accommodation as described below; breakfasts; 3 lunches (two including wine tastings) and 4 dinners with wine, water, coffee; all admissions; all tips for restaurant staff and drivers; all taxes; the services of the lecturer and tour manager.

Hotel Palazzuolo, San Quirico d’Orcia: a somewhat basic but comfortable and well-maintained hotel, on the outskirts of a pretty walled town. Relais Vignale, Radda in Chianti: 4-star 17th-century manor house with historical links to Chianti wine production.

Singles are double rooms for sole use throughout.The hotels are smaller and more rustic than their 4-star rating would suggest; despite being the best available in each town, standards of decor and maintenance are lower than hotels in major cities.

This is a walking tour, graded moderate. There are 5 walks: 1 is easy, 3 are moderate (of which 1 is optional) and 1 is challenging. It is essential for participants to have appropriate walking footwear, be in good physical condition and to be used to country walking with uphill and downhill content. If you are used to them you may find walking poles useful. Average distance by coach per day: 44 miles.

Are you fit enough to join the tour?

Between 10 and 22 participants.

Before booking, please refer to Smartraveller to ensure you are happy with the travel advice for the destination(s) you are visiting. As a British company we follow the advice of the UK Foreign Commonwealth and Development Office.


Testimonials

“

A clever mixture of walking, visiting sites or artistic and historic interest, and wine tasting. It really made the most of our visit to this interesting area and showed us less familiar places that we would not have found on our own.

”
“

Excellent – met our expectations to a very high degree

”

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