- 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
- Home
- Europe
- Italy
- Walking & Trekking
- Self-Guided Walking
- 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!
Suggestions
A great trip and a good balance to seeing the cities!
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!!
Suggestions
Overall, a trip of my lifetime. I enjoyed it very much. The 4 course meals are fabulous....sometimes too much. For example on one of the days we do a wine-tasting around 5 pm and then headed back to the Agritourismo for our 4 course meal. In retrospect, I would have asked the kitchen not to prepare a meal for me that evening because the wine-tasting we experienced was #1. fabulous #2. lots of meats, cheese and bread was provided to enjoy with the tasting. We were stuffed when we left.
Start
Finish
Availability
Adult Price From
Optional Single Supplement
Saturday Saturday
06 Apr 2024 06 Apr 2024
Saturday Saturday
13 Apr 2024 13 Apr 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
13 Apr 2024 13 Apr 2024
Saturday Saturday
20 Apr 2024 20 Apr 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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 NotesMonday Monday
15 Apr 2024 15 Apr 2024
Monday Monday
22 Apr 2024 22 Apr 2024
Availability Guaranteed (On Request)
Adult Price From £ 1,674 £ 1,934 Book with 25% deposit
Optional Single Supplement
+£ 294
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
20 Apr 2024 20 Apr 2024
Saturday Saturday
27 Apr 2024 27 Apr 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
27 Apr 2024 27 Apr 2024
Saturday Saturday
04 May 2024 04 May 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
04 May 2024 04 May 2024
Saturday Saturday
11 May 2024 11 May 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
11 May 2024 11 May 2024
Saturday Saturday
18 May 2024 18 May 2024
Availability Guaranteed (On Request)
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
18 May 2024 18 May 2024
Saturday Saturday
25 May 2024 25 May 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
25 May 2024 25 May 2024
Saturday Saturday
01 Jun 2024 01 Jun 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
01 Jun 2024 01 Jun 2024
Saturday Saturday
08 Jun 2024 08 Jun 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
08 Jun 2024 08 Jun 2024
Saturday Saturday
15 Jun 2024 15 Jun 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
15 Jun 2024 15 Jun 2024
Saturday Saturday
22 Jun 2024 22 Jun 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
22 Jun 2024 22 Jun 2024
Saturday Saturday
29 Jun 2024 29 Jun 2024
Availability Guaranteed (On Request)
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
29 Jun 2024 29 Jun 2024
Saturday Saturday
06 Jul 2024 06 Jul 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
06 Jul 2024 06 Jul 2024
Saturday Saturday
13 Jul 2024 13 Jul 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
13 Jul 2024 13 Jul 2024
Saturday Saturday
20 Jul 2024 20 Jul 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
20 Jul 2024 20 Jul 2024
Saturday Saturday
27 Jul 2024 27 Jul 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
27 Jul 2024 27 Jul 2024
Saturday Saturday
03 Aug 2024 03 Aug 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
03 Aug 2024 03 Aug 2024
Saturday Saturday
10 Aug 2024 10 Aug 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
10 Aug 2024 10 Aug 2024
Saturday Saturday
17 Aug 2024 17 Aug 2024
Availability Guaranteed (On Request)
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
17 Aug 2024 17 Aug 2024
Saturday Saturday
24 Aug 2024 24 Aug 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
24 Aug 2024 24 Aug 2024
Saturday Saturday
31 Aug 2024 31 Aug 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
31 Aug 2024 31 Aug 2024
Saturday Saturday
07 Sep 2024 07 Sep 2024
Availability Guaranteed (On Request)
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
07 Sep 2024 07 Sep 2024
Saturday Saturday
14 Sep 2024 14 Sep 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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 On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
21 Sep 2024 21 Sep 2024
Saturday Saturday
28 Sep 2024 28 Sep 2024
Availability Guaranteed (On Request)
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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 On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
05 Oct 2024 05 Oct 2024
Saturday Saturday
12 Oct 2024 12 Oct 2024
Availability On Request
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
Adult Price From £ 1,649 £ 1,909 Book with 25% deposit
Optional Single Supplement
+£ 294
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
The Adventure Begins Here
Get regular inspiration straight to your inbox from Exodus' experts.