Our self-guided hike through Tuscany (a more challenging version of our popular self-guided walk in the same region) takes you on a grand tour through the Val d'Orcia, famed for its hilltowns and breathtaking landscapes. The full tour covers a continuous trail, with a new leg each day, setting out from the 13th C. monastery of Monte Oliveto Maggiore to finish in the hilltown of Montepulciano, some 65 miles later. 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.
Here is an outline of a suggested daily itinerary. You can shorten or lengthen this tour to fit your travel dates. For further information, please request a detailed itinerary.
We suggest the following inclusions based on the proposed itinerary (above) and prices (below). Keep in mind that you can modify these as per your own preferences.
(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.)
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.
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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).
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.
8 days / 7 nights
Any day of the week, all year long
We had an absolutely fantastic time in Italy! We loved the self-guided tour and have no suggestions for improvement since everything went so smoothly. We liked all of the places we stayed and found the suggestions of various things to see in each town very helpful, and the directions for the walks were very easy to follow. It is truly one of the best vacations we've ever had! The Italian people were very friendly, and the countryside in Tuscany is spectacularly beautiful. Thanks for your help in our planning!
Sally Wing and Jim Sedlacek
Peggy and I had a fantastic walking tour in Tuscany! We want to give everyone in the Girosole organization who helped contribute a big "molto bene" for making this one of the best vacations ever. It’s obvious that Girosole had done a lot of research on the route, towns, accommodation and ristorantes. Everything that Girosole provided was first class. But what stood out for us was the customer service. We highly recommend Girosole and hope we'll have the opportunity for returning - perhaps to explore Cinque Terre next time. Thanks once again for a memorable vacation.
Robert Leppan and Peggy Dodds