Leading walking and cycling specialist, Headwater, has launched two brand new holidays

Choose from walking, cycling or both – is combined with unique “under the skin” culinary experiences to give clients a real immersion into traditional Tuscan life and culture

Base for these new 7-night stays is Chianciano Terme, a renowned spa town nestled between the rich verdant vineyards of the Valdichiana and the UNESCO World Heritage Val d’Orcia. This is archetypal Tuscany at its finest and, exploring on foot or by bike, you’ll pass ancient forests, glistening lakes, sweeping valleys laced with cypress trees, and rolling hills that extend as far as the eye can see. As well as stunning natural beauty, this is a region rich in culture with preserved Etruscan towns, mediaeval villages and historic Roman baths.

Both cyclists and walkers will stay at the 15-room Agriturismo La Pietriccia, an authentic “Slow Food” farmhouse with a private winery, outdoor swimming pool, terraces and orchards. Owner-chef, Stefano Mazzeti, lives and breathes good food and wine, producing himself 65% of his ingredients and sourcing everything else from local artisan suppliers. During the week, Stefano will run a 3-hour cookery course for Headwater guests, and also offer both olive oil and wine tastings. In addition, there is the chance to visit the world-famous wine town of Montepulciano, sample cheese in Pienza or bathe in the sulphur-rich healing waters of Roman Bagno Vignoni.


These 7-night walking (2-boot “moderate” level) and cycling (2-bike “moderate” level) holidays will depart on Saturdays from 5 May – 27 Oct inc and cost from £999 per person (tour only, walking)/ £1049 (tour only, cycling). Flights and transfers also available on request. All prices include half board hotel accommodation with 4-course evening meals, detailed route notes, maps, transfers as necessary (for walkers), and bikes (for cyclists). Electric bikes are available if requested at the time of booking atv a supplement of £94 per person.

Walking – https://www.headwater.com/holidays/walking/italy/W07ST.htm
Cycling – https://www.headwater.com/holidays/cycling/italy/C07ST.htm


Established in 1985, Headwater is a specialist Tour Operator specialising in relaxed walking and cycling holidays in Europe and beyond. Customers are typically well-heeled, well-travelled empty nesters interested in wildlife and nature, history and culture, food and wine.

For bookings and further information call Headwater 01606 822 675 or email sales@headwater.com