Self-Guided Walking in Tuscany: Montepulciano & Pienza – 8 Days

Tap any "Enquire" button on the page and one of our travel specialists will be in touch within 24 hours (often same day). We'll confirm availability on your preferred date, run through anything you need to know, and only ask for the deposit once you've decided.

Every Travelisto booking is 100% financially protected. Your money is held in a ring-fenced Trust account until you return from your trip, and we are members of the Protected Trust Services scheme (PTS 6035). Most tours also include ATOL protection where flights are part of the package.

No, this is a self-guided holiday with a navigation app and local support.

No, UK citizens can visit Italy visa-free for up to 90 days in any 180. Check gov.uk for the latest EU entry rules before you travel.

Moderate, on country lanes and tracks with some hills.

No, you stay at the farmhouse all week.

Breakfast and a four-course dinner every day.

On set days through the season.

Yes — every escorted tour can be modified into a private tailor-made version with your own dates, adjusted pace, upgraded hotels and add-on extensions. Tell us what you'd like changed when you enquire and we'll quote it both ways so you can compare.

If your international flight is part of your booking through us, we re-book at no cost. If you've booked flights separately, the tour's local team holds your transfer slot until you arrive. We strongly recommend a comprehensive travel insurance policy that includes delay and cancellation cover.