








Italy: Tuscany
Average customer rating 4.9 / 5(33 verified reviews)
This is not just a cycling holiday it is an immersion into local Tuscan life, from hot thermal spa baths to the chance to taste local wines and olive oils. Sample the Vino Nobile of Montepulciano, rich Pecorino cheese in Pienza or take a bath in Roman Bagno Vignoni.
Haibike, Seet Hardseven 3.0 or equivalent. Your bike hire is included in the price of your holiday and comes equipped with the relevant essentials, plus phone holder.

Our air-rail prices include standard flights, onward rail and station transfers.


Arrive at the family run Agriturismo La Pietriccia. Enjoy a stroll in the old town before your evening briefing and the first of many home cooked dinners.
You stay at Agriturismo la Pietriccia

Chianciano Terme
The Agriturismo La Pietriccia is a wonderful place sitting across a small valley from the old town of Chianciano, rewarding you with wonderful views. The large rooms have a simple, rustic decor and some offer balconies or terraces. You will be given a warm welcome by the owner Stefano, who is extremely passionate about the produce of the local area and the nature.
The agriturismo has a lovely pool and terrace; there is also a shady garden area where in warm summer weather, you can relax reading a book. The food prepared by Stefano, his brother Simone and Katia, is cooked using the mainly organic produce grown or reared on site or by one of the local producers offering traditional Tuscan cuisine at its best.
Please note that if you have booked one of the agriturismo’s apartments, these are located 100m from the main agriturismo.

Start the week with mountain views and forest tracks as you head to the small town of Montallese and on to Lake Chiusi. After a lunch-break take the long distance path of Sentiero della Bonifica to the Lake of Montepulciano, a nature reserve ideal for bird-watching, before heading back to the agristurismo in time for dinner.
Elevation


You will be transferred to Radicofani, the highest point in the Val d’Orcia, for incredible views. From here cycle to Contignano, famous for its pecorino cheese and a perfect spot for lunch before a downhill stretch through the forest and past the beautiful private gardens of La Foce. Then make your way back to the agristurismo to enjoy the rest of your day.
Elevation


Descend along country tracks passing a truffle-growing area before crossing the Astrone stream. Cycle through beautiful valleys to the medieval town of Sarteano before carrying on to Cetona, then climb to Mondo X where you can find one of the best restaurants in Italy, La Frateria – a beautiful convent started by St Francis in 1212. Head back to your hotel in time for your dinner.
Elevation


Spend the day relaxing, enjoy an olive oil tasting at the agriturismo or walk into Chianciano Vecchia to see the Etruscan Museum of Chianciano Terme. On your way back to the hotel you could use your thermal spa voucher and relax in the healing waters.

Cycle through acres of vineyards on your way to Montepulciano and stop to take in views of the famous Mount Amiata. Explore Montepulciano’s winding medieval streets before cycling back to Chianciano.
Elevation


After a short transfer to Pienza take time to explore the town – it is one of the cheese capitals of Italy – and its beautiful medieval historic centre. Perhaps pick up a sandwich filled with porchetta or a slab of rich and creamy Pecorino. The ride takes you downhill to cross one of the stunning plains of the Val d’Orcia, and a short detour takes you to Roman Bagno Vignoni with its roman baths and sulphur springs. Follow a long straight Roman road then cross the valley and climb up and down into Chianciano.
Elevation


Leave Chianciano Terme.

Rome
The 3 star Hotel Canada Roma is centrally located near the main railway station, making it an excellent base from which to explore Rome. Each room is ensuite and has been lovingly decorated in an elegant Italian style complete with vintage furniture. Rooms come with tea and coffee maker as well as air conditioning and safe.
This well appointed hotel also boasts a bar for pre dinner drinks and nibbles, as well as an external courtyard where you can savour a drink under the stars.
14.0
Kg CO₂e
per person, per night
Relative to other Headwater trips
We measure emissions from the parts of the holiday we organise — including accommodation, in-trip transport, meals and activities — and express them as CO₂e per person, per night. Our label doesn’t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more