- Fabulous insight into traditional Tuscan life: the food, the wine, the culture
- Wonderfully varied walking, including the beautiful UNESCO Val d'Orcia
- Delicious classic Tuscan cuisine 'km 0' cooking (all local food)
- The wine and cheese towns of Montepulciano and Pienza
- Warm and welcoming agriturismo (farmhouse accommodation) with a passionate owner - the best of Italian hospitality
![A Taste of Tuscany Self-Guided Walking](https://res.cloudinary.com/enchanting/q_80,f_auto,c_lfill,x_w_mul_0.5,y_h_mul_0.5,g_xy_center,w_360,h_270/exodus-web/2019/05/Tuscany-g.jpg)
A Taste of Tuscany Self-Guided Walking
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- A Taste of Tuscany Self-Guided Walking
Reviews
Add your own reviewA Taste of Tuscany- Self Guided Walking Tour
This tour was a welcome change from the fast paced touring of the big cities. We became familiar with the topography and vegetation as we hiked daily, also visiting towns known for wines and cheeses. The town of Chianciano provided a magnificent backdrop to our accomodation of Agriturismo La Pietriccia. We were awakened every morning to the rooster crowing. Stefano was an attentive and knowledgeable host. Plenty of food was served at the 4 course suppers. I feel this tour was necessary to complete my knowledge of the culture of Italy!
Most Inspirational Moment
The topography and vegetation of the Val d'Orcia. I fell in love with the cypress trees. The famous winding road lined with cypress. The history of the Etruscans, and learning of Iris Origo's recounting of the war in Val d'Orcia.
Thoughts on Group Leader
Stefano was available, knowledgeable and very personable!
Advice for Potential Travellers
There is a lot of walking, you need good walking shoes, a hat and insect repellent!
HEADWATERS TUSCANY WALKABOUT
The walkabout was lovely. The agritourismo, food, wine and walking were great. The problem with the walkabout is namely directions. The directions submitted by Headwaters need to be updated. Sometimes, they just DID NOT WORK. This is very frustrating when you’re in a country that you are unfamiliar with, are on a walking trail that is already moderately difficult, and unsure if you are on the right trail (and sometimes we were not). In some instances street names which were available would have been useful. In other instances, it would have been nice if the directions had said, continue for 4 km or 3 miles (instead of just continue on until you get _______.). That was the biggest/only “frustration” of the trip.
Most Inspirational Moment
The scenic views on the walks.....so astounding!!!!
Thoughts on Group Leader
Stephano was fabulous. He is a very thorough and conscientious guy. Even with the language barrier, Stephano was easily able to make his directions or point of what he was discussing clear. He was ALWAYS on time for transfers etc and very easy to chat with from destination to destination.
Advice for Potential Travellers
To do the walks you must be minimally in average shape/conditioning. Some of the hikes are easy but some (especially one) is quite steep and quite physically demanding!! Overall, Tuscany is very hilly so there is no getting around climbing!!
Start
Finish
Availability
Land Only Trip Price
Optional Single Supplement
Saturday Saturday
07 Sep 2024 07 Sep 2024
Saturday Saturday
14 Sep 2024 14 Sep 2024
Availability
On Request
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
View Trip NotesSaturday Saturday
14 Sep 2024 14 Sep 2024
Saturday Saturday
21 Sep 2024 21 Sep 2024
Availability
Guaranteed (On Request)
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
21 Sep 2024 21 Sep 2024
Saturday Saturday
28 Sep 2024 28 Sep 2024
Availability
Guaranteed (On Request)
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
28 Sep 2024 28 Sep 2024
Saturday Saturday
05 Oct 2024 05 Oct 2024
Availability
Guaranteed (On Request)
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
05 Oct 2024 05 Oct 2024
Saturday Saturday
12 Oct 2024 12 Oct 2024
Availability
On Request
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
View Trip NotesSaturday Saturday
12 Oct 2024 12 Oct 2024
Saturday Saturday
19 Oct 2024 19 Oct 2024
Availability
On Request
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
View Trip NotesSaturday Saturday
19 Oct 2024 19 Oct 2024
Saturday Saturday
26 Oct 2024 26 Oct 2024
Availability
On Request
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
View Trip NotesSaturday Saturday
26 Oct 2024 26 Oct 2024
Saturday Saturday
02 Nov 2024 02 Nov 2024
Availability
Available
Land Only Trip Price 1 980 €
Optional Single Supplement
+353 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
29 Mar 2025 29 Mar 2025
Saturday Saturday
05 Apr 2025 05 Apr 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
Free
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
05 Apr 2025 05 Apr 2025
Saturday Saturday
12 Apr 2025 12 Apr 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
12 Apr 2025 12 Apr 2025
Saturday Saturday
19 Apr 2025 19 Apr 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
19 Apr 2025 19 Apr 2025
Saturday Saturday
26 Apr 2025 26 Apr 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
26 Apr 2025 26 Apr 2025
Saturday Saturday
03 May 2025 03 May 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
03 May 2025 03 May 2025
Saturday Saturday
10 May 2025 10 May 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
10 May 2025 10 May 2025
Saturday Saturday
17 May 2025 17 May 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
17 May 2025 17 May 2025
Saturday Saturday
24 May 2025 24 May 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
24 May 2025 24 May 2025
Saturday Saturday
31 May 2025 31 May 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
31 May 2025 31 May 2025
Saturday Saturday
07 Jun 2025 07 Jun 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
07 Jun 2025 07 Jun 2025
Saturday Saturday
14 Jun 2025 14 Jun 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
14 Jun 2025 14 Jun 2025
Saturday Saturday
21 Jun 2025 21 Jun 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
21 Jun 2025 21 Jun 2025
Saturday Saturday
28 Jun 2025 28 Jun 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
28 Jun 2025 28 Jun 2025
Saturday Saturday
05 Jul 2025 05 Jul 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
05 Jul 2025 05 Jul 2025
Saturday Saturday
12 Jul 2025 12 Jul 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
12 Jul 2025 12 Jul 2025
Saturday Saturday
19 Jul 2025 19 Jul 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
19 Jul 2025 19 Jul 2025
Saturday Saturday
26 Jul 2025 26 Jul 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
26 Jul 2025 26 Jul 2025
Saturday Saturday
02 Aug 2025 02 Aug 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
02 Aug 2025 02 Aug 2025
Saturday Saturday
09 Aug 2025 09 Aug 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
09 Aug 2025 09 Aug 2025
Saturday Saturday
16 Aug 2025 16 Aug 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
16 Aug 2025 16 Aug 2025
Saturday Saturday
23 Aug 2025 23 Aug 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
23 Aug 2025 23 Aug 2025
Saturday Saturday
30 Aug 2025 30 Aug 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
30 Aug 2025 30 Aug 2025
Saturday Saturday
06 Sep 2025 06 Sep 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
06 Sep 2025 06 Sep 2025
Saturday Saturday
13 Sep 2025 13 Sep 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
13 Sep 2025 13 Sep 2025
Saturday Saturday
20 Sep 2025 20 Sep 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
20 Sep 2025 20 Sep 2025
Saturday Saturday
27 Sep 2025 27 Sep 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
27 Sep 2025 27 Sep 2025
Saturday Saturday
04 Oct 2025 04 Oct 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
04 Oct 2025 04 Oct 2025
Saturday Saturday
11 Oct 2025 11 Oct 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
11 Oct 2025 11 Oct 2025
Saturday Saturday
18 Oct 2025 18 Oct 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesSaturday Saturday
18 Oct 2025 18 Oct 2025
Saturday Saturday
25 Oct 2025 25 Oct 2025
Availability
Available
Land Only Trip Price 1 970 € Book with 492 € deposit
Optional Single Supplement
+335 €
Available upon Request
Availability
This departure is available for new bookings, and will be guaranteed to go ahead once it reaches minimum numbers. Please click Continue to proceed with booking or contact our Sales team for assistance.
View Trip NotesWould you like to include flights with your booking?
- ATOL protected
- Competitive flight prices
- Full refunds in the event of FCDO cancellations or major disruption at your UK departure airport
- Specialist support to rearrange flights and transfers
- Regional flights available from many UK airports
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