A Taste of Tuscany Cycling

  • Overview
  • Itinerary
  • Dates
  • Headwater

This single-centre cycling holiday introduces you to quintessential Tuscany; it has all the ingredients to create a wonderful lasting impression of this rightly famous region: the landscapes, the food, the people and, of course, perfect cycling routes.This is not just a cycling holiday it is an immersion into local Tuscan life.

Accommodation
Agriturismo la Pietriccia (3 star)
The Agriturismo Pietriccia is a wonderful place sitting across a small valley from the old town of Chianciano, rewarding you with wonderful views. The simple hotel has large rooms with 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 a small garden area with a shady area. The food is superb traditional cuisine, and 65% of the produce is grown or reared on site.

Travel
British Airways Heathrow to Rome Fiumicino 07:30/10:30 then rail Rome Termini to Chiusi 13:00/14:49 and transfer to hotel 25 minutes. Return: Transfer to Chiusi station 25 minutes then rail Chiusi to Rome Termini 10:54/12:48 then British Airways Rome Fiumicino to Heathrow 17:25/19:05.
Single Supplement
48 per night for sole occupancy of a double room
Meals
All buffet breakfasts and 4-course evening meals
Destinations
  • Europe
  • Tuscany
  • The Bay of Naples
  • Italy
Tour Types
  • Cycling
  • Self Guided
Departure Points
  • London Airport
Arrive in Chianciano Terme
Take the train from Rome to Chiusi-Chianciano, where you will be met and transferred to the family run Agriturismo La Pietriccia. Enjoy a stroll in the old town before your evening briefing and the first of many superb dinners.

The Lakes Circuit
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.

Radicofani
You will be transferred to Radicofani, the highest point in the Val d'Orca, 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. The back to the agristurismo in time for wine tasting in the old town before dinner.

Sarteano Loop
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.

Afternoon Cookery Course
Spend the day relaxing or walk into Chianciano Terme. On your way back to the hotel you could use you thermal spa voucher and relax in the healing waters. In the afternoon begin your cookery class where you will learn classic Italian techniques and eat the meal you prepare for dinner.

Montepulciano Circle
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.

Pienza and Bagno Vignoni
After a short transfer to Pienza take time to explore the town - it is one of the cheese capitals of Italy - and is 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 dOrcia, 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.

Leave Chianciano Terme
We take you back to the train station where you could possibly head to Florence or Rome for extra nights.

You will have the option to book your own flights independently with the operator.

Dates Price Single Availability
18-Apr-2020 for 7 Nights Visit Website
18-Apr-2020 for 7 Nights Flight Included Visit Website
25-Apr-2020 for 7 Nights Visit Website
25-Apr-2020 for 7 Nights Flight Included Visit Website
02-May-2020 for 7 Nights Visit Website
02-May-2020 for 7 Nights Flight Included Visit Website
09-May-2020 for 7 Nights Visit Website
09-May-2020 for 7 Nights Flight Included Visit Website
16-May-2020 for 7 Nights Visit Website
16-May-2020 for 7 Nights Flight Included Visit Website
23-May-2020 for 7 Nights Visit Website
23-May-2020 for 7 Nights Flight Included Visit Website
30-May-2020 for 7 Nights Visit Website
30-May-2020 for 7 Nights Flight Included Visit Website
06-Jun-2020 for 7 Nights Visit Website
06-Jun-2020 for 7 Nights Flight Included Visit Website
13-Jun-2020 for 7 Nights Visit Website
13-Jun-2020 for 7 Nights Flight Included Visit Website
20-Jun-2020 for 7 Nights Visit Website
20-Jun-2020 for 7 Nights Flight Included Visit Website
27-Jun-2020 for 7 Nights Visit Website
27-Jun-2020 for 7 Nights Flight Included Visit Website
04-Jul-2020 for 7 Nights Visit Website
04-Jul-2020 for 7 Nights Flight Included Visit Website
11-Jul-2020 for 7 Nights Visit Website
11-Jul-2020 for 7 Nights Flight Included Visit Website
18-Jul-2020 for 7 Nights Visit Website
18-Jul-2020 for 7 Nights Flight Included Visit Website
25-Jul-2020 for 7 Nights Visit Website
25-Jul-2020 for 7 Nights Flight Included Visit Website
01-Aug-2020 for 7 Nights Visit Website
01-Aug-2020 for 7 Nights Flight Included Visit Website
08-Aug-2020 for 7 Nights Visit Website
08-Aug-2020 for 7 Nights Flight Included Visit Website
15-Aug-2020 for 7 Nights Visit Website
15-Aug-2020 for 7 Nights Flight Included Visit Website
22-Aug-2020 for 7 Nights Visit Website
22-Aug-2020 for 7 Nights Flight Included Visit Website
29-Aug-2020 for 7 Nights Visit Website
29-Aug-2020 for 7 Nights Flight Included Visit Website
05-Sep-2020 for 7 Nights Visit Website
05-Sep-2020 for 7 Nights Flight Included Visit Website
12-Sep-2020 for 7 Nights Visit Website
12-Sep-2020 for 7 Nights Flight Included Visit Website
19-Sep-2020 for 7 Nights Visit Website
19-Sep-2020 for 7 Nights Flight Included Visit Website
26-Sep-2020 for 7 Nights Visit Website
26-Sep-2020 for 7 Nights Flight Included Visit Website
03-Oct-2020 for 7 Nights Visit Website
03-Oct-2020 for 7 Nights Flight Included Visit Website
10-Oct-2020 for 7 Nights Visit Website
10-Oct-2020 for 7 Nights Flight Included Visit Website
17-Oct-2020 for 7 Nights Visit Website
17-Oct-2020 for 7 Nights Flight Included Visit Website
24-Oct-2020 for 7 Nights Visit Website
24-Oct-2020 for 7 Nights Flight Included Visit Website

Touring with Headwater

In 1985, Richard and Christine Bass made the life-changing decision to turn a passion into a business and thus Headwater was born at their kitchen table.

The first Headwater tours were launched in summer 1986 and modestly comprised three holidays in the Upper Loire Valley in France: a canoeing holiday and two self-guided walking holidays.

Their vision for Headwater was clear, right from the start. Richard and Christine wanted to offer their customers exactly what they loved in a holiday – family-run, friendly hotels, an authentic experience of a region, including culture, cuisine and fine wines, and above all a fantastic level of personal service, with staff on hand in resort to help and guide as required.

After a successful 10 years specialising in France, Headwater launched a new Great Walks in Europe brochure in 1995, offering a selection of hand-picked guided walking holidays in eight countries. As a result of the phenomenal success of this, a year later the first self-guided walking and cycling holidays in Italy were launched.

In 1999, Richard and Christine decided to retire and enjoy the fruits of their labour, and sold Headwater – but not before ensuring it was in the safest of hands to continue their legacy.

Today, they enjoy taking customers (new and loyal) on journeys on foot or by bike throughout 18 countries worldwide. Whilst they have embraced modern technology and changing times since 1985, Richard and Christine’s ethos remains key to all of their holidays and they consider it their mission to ensure that the same detail, knowledge and passion goes into delivering each and every trip.

With more than 32 years’ experience, their collection now includes 59 self-guided and 12 guided walking holidays and 62 cycling holidays. Their canoeing holiday in the Dordogne remains as popular as ever, as well as their choice of winter snow holidays (cross-country skiing and winter walking) that run between December and April in Austria and Norway.

They are particularly proud of their Headwater-employed representatives (reps) who are on-hand in 15 regions in France, Italy, Spain, Portugal, Austria and Bavaria. Burgundy is their longest-standing “repped region” – Richard and Christine researched the holidays and they have been running them since 1992. Their reps provide 24-hour support in resort including: briefing you on arrival, transporting your luggage from hotel to hotel, offering a ‘Wine Service’ where they collect any bottles you’ve purchased en route and transport them to your final hotel for you, and giving you tips and advice and sharing their knowledge of the local area, the routes, the best views and generally helping you to make the most of your trip. Each year, before the season starts, the reps have an in-depth training session at Headwater HQ to make sure they’re ready for the summer ahead.

Their newest addition to the Headwater portfolio is a selection of single-centre activity holidays in Brittany and the Dordogne, France and Catalunya, Spain. These are ideal for multi-generational families and groups – take a look below for some Headwater inspiration.

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