Self-Guided Walking tour in Tuscany
Personalize this tour to your travel dates and activity level
Our Self-Guided Tuscany walking tour is a more relaxed version of our hiking tour in the same region: the Val d'Orcia, famed for its hilltowns (like Pienza, Montalcino and Montepulciano) and for its breathtaking landscapes. You start the tour with a night in Siena and then walk in stages through the Val d'Orcia, with stops of two nights in Montalcino and San Quirico, and your final night in Montepulciano. You can also opt to do just a portion of the walk. Either way, we provide you with all the tools you need to help you put your spirit of adventure into action.
Highlights
- Explore the hilltowns of Siena, Montalcino, Pienza and Montepulciano
- Take daily walks, from one hilltown to the next
- Explore the villages of San Quirico, Bagno Vignoni and Montichiello
- Enjoy great Tuscan cuisine and wines
Itinerary Outline
Here is an outline of the daily itinerary for the full tour. You can shorten or lengthen this itinerary to fit your travel dates. You can also transfer forward with your luggage on any given day, either to a midpoint along the trail, or else to the next town if you wish to skip the walk entirely. Request a detailed itinerary using the contact form below:
- Day one: You start in with arrival in Siena, arguably one of Italy's most beautiful hilltowns, where there is plenty to do and see. You'll not want to miss seeing the Campo, Siena's remarkable central square, and the Duomo, with its stunning facade.
- Day two: Your tour rep arrives mid-day to bring you to Montalcino, where you enjoy a warm-up walk in the surrounding countryside, famous for the production of Brunello wine. (Walk distance: 3.5 miles/6 km - climb total: 1700 ft/530 m)
- Day three: Your walk today takes you to the small village of Castelnuovo dell'Abate, near which sits the beautiful romanesque church of Sant'Antimo, built of alabaster and travertine. You return to Montalcino for a second night. (Walk distance: 7 miles/11 km - climb total: 450 ft/150 m)
- Day four: From Montalcino, you walk to San Quirico, a small agricultural village filled with gardens and charming streets. (Walk distance: 8.5 miles/13.5 km - climb total: 580 ft/180 m)
- Day five: Today you enjoy a ring walk in the area of San Quirico and Rocca d'Orcia, passing through Bagno Vignoni, which is built around thermal springs in use since Roman times. (Walk distance: 8 miles/13 km - climb total: 1560 ft/480 m)
- Day six: You set off for Pienza, the hometown of the 15th C. Pope Pius II, whose experiments with urban renovation gave an impressive new face to this little town. (Walk distance: 5 miles/8 km - climb total: 1140 ft/350 m)
- Day seven: Your last day of walking brings you from Pienza to Montepulciano, home to the Sangiovese Vino Nobile di Montepulciano. (Walk distance: 8.5 miles/13.5 km - climb total: 1070 feet/330 m)
- Day eight: We help you on your way to your next destination with a transfer to Chiusi on the main Rome-Florence train line.
What's Included
- 7 nights accommodation with en-suite facilities
- 6 days of walking
- breakfast each day
- detailed maps and route descriptions
- a descriptive guide of the various sites to see
- a cell phone for emergencies
- a Tour Rep to oversee your tour and move your luggage each day
- all taxes and service charges at hotels and restaurants
- travel guidance for pre/post-tour activities
(Not included are airfare, wine and other beverages with alcohol, personal purchases such as laundry, phone calls, frigobar items etc., and anything not specifically included above.)
Pricing
We price this tour for the following categories of accommodation. We also tier-price based on the tour's final group size. You can keep your tour private to your own group or you can open your tour for other travelers to join, thereby taking advantage of our tier discounts. All prices are quoted per person in USD.
| accomm. level | 2+ p | sing. supp. |
|---|---|---|
| comfort | 1290 | 360 |
| comfort/select | 1620 | 470 |
Scheduling
You can schedule this tour to start on any day of the week, all year long. As with all our tours, you tell us the dates you would like to start your tour, allowing you the maximum in flexibility and convenience.
Check for open departures of this tour already scheduled by other travelers. Or schedule your own departure and open it for others travelers to join.
What's next?
Proceed to our booking area to book this tour now.
Or write to us, and we'll send you the detailed itinerary for this tour and other relevant information.
