italy walking tours

Self-Guided Walking tour in Tuscany

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
Tuscany self-guided walking tour

Itinerary Outline

Here is an outline of a suggested daily itinerary. You can shorten or lengthen this tour to fit your travel dates. Request a detailed itinerary using the contact form below:

What's Included

(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 your group's 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 1390 490
comfort/select 1690 590

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 (full explanation).

What's next?

Write to us using the form below, and we'll send you the detailed itinerary for this tour and other relevant information.

Or proceed to our booking area to book this tour now.

Contact Information (* required)

Would you like us to call you?

  No, contact by email is fine for now

  Yes, I would like to speak to a Travel Consultant

Travel Information (optional)

Accommodation preference (check all that apply):

  Comfort

  Select

  First Class

  Deluxe

Would you prefer a tour which is (check both if fine either way):

  Open to other travelers to join

  Private to my own group

We do not share your info with anyone (view our Privacy Policy).

Tour at a Glance

Tuscany Self-Guided Walking
8 days / 7 nights
from USD1390

Personalize this tour to your travel dates, budget, accommodations, activity level and interests

Departing from:

Siena

Finishing in:

Chiusi

Starting dates:

Any day of the week, all year long

Fitness rating:

2-3

(ratings explained .. )


Julia and I had a wonderful time on the walking tour in Tuscany. We are still talking daily about our experiences. All of the hotels were nice and the people were friendly. Whenever we announced that we were with Girosole, people smiled and were especially helpful to us. The suggested restaurants were very good and we had some wonderful discoveries on their menus. This was truly a special experience for us for a special occasion in our lives. The walking tour took us through some beautiful country and to some very interesting towns. Stefano met us promptly at the train station and his service moved our bags to the next hotel daily without incident. The accommodations arranged by Girosole for us in Florence and Pisa were very nice too, and in very convenient locations. Thank you so much for putting together such a nice tour at an affordable price.

Dennis and Julia Crowley

Tuscany trip review

BBB OnLine Reliability Seal

Girosole - carbon balanced with TerraPass

Adventure Travel Trade Association