Volterra to San Gimignano walking holiday in Italy

“A self-guided 9 day walking holiday, staying in 4* hotels, with superb food, luggage transferred for you and off the beaten track itineraries.”


Volterra | Berignone Nature Reserve | Casole d'Elsa | Colle di Val d'Elsa | Sienna | Florence | Via Francigena | San Gimignano | Castelvecchio Nature Reserve

Hello. If you'd like to chat about this holiday or need help finding one we're very happy to help. Rosy & team.

01273 823 700

Departure information

Our dates are flexible; please enquire for availability
Our top tip:
Bring walking poles and a sun hat. A lot of exposed hillsides on this trip.
Trip type:
Self-guided walking holiday.
Activity level:
Moderate. 4-6 hours walking/day.
Small 3 and 4 * quality hotels, several with pools.
Flights if booked, accomm., transfers, luggage transfers.
Breakfasts and 6 dinners included. Tuscany trattoria treats abound for lunch.
Solo travellers welcome. Surcharge for own room.

Responsible tourism

Responsible tourism: Volterra to San Gimignano walking holiday in Italy

UK Office:
We are well aware of the impact tourism has at home and abroad, and we make every effort to balance the environmental impact of travelling with the immense benefits sustainable tourism can bring to destinations and the people who live there. So we start in the office: we turn off all electrical equipment every night; we use energy-efficient bulbs; we measure print and paper consumption, and re-cycle wherever possible; we print our brochures on paper from sustainable sources, and send them out in bio-degradable packaging.

Leaders & local suppliers:
Chianti wines are known throughout the world and all big towns have tasting houses in their historical centres. We suggest however that you instead visit the many local farms and aziende agricole dotted throughout your walking route where you can stop off, taste and, if you choose buy, wines direct from the wine-makers. Just look out for the vendita diretta signs! And, don’t forget, if you want the rep to collect any purchases for you, then you just need to give them a call and we’ll pick up for you – no charge, just something we like to offer!

Our staff will also suggest places to see and visit locally. Many of our overseas staff have worked for us for many years now – in fact, the 20 returning staff this summer have, between them, clocked up an impressive 189 years!

Group size:
Having no minimum number means that groups sizes can be small and therefore the trips have less impact on the environment.

Walking has minimal impact on the environment as you provide most of the energy yourself and, when you’re strolling from village to village, you can enjoy a relationship with locals in a way motorists passing through never can. On foot, you get off the beaten track, and you’ll find that people treat you as a visitor rather than a tourist. Also, by walking independently, and not having to worry about keeping up with a group, you set the pace so you can soak up the sights, sounds and scents of your surrounds and really get under the skin of the place you’re visiting.

We proactively encourage walking clients to think about travelling responsibly too: packing light, saving water, buying locally and re-cycling all maps and route notes at the end of their trip.

Popular similar holidays

Amalfi Coast walking holiday, Italy

Amalfi Coast walking holiday, Italy

Walk in lemon groves and hillside villages

From £849 - £1249 8 days including UK flights

Amalfi coast easy walking holiday, Italy

Amalfi coast easy walking holiday, Italy

Easy walks from Amalfi: 4* sea-facing hotel; top restaurants

From £1635 8 days excluding flights

Dolomites walking holiday in Italy

Dolomites walking holiday in Italy

Sandwiched between the spectacular peaks of the Dolomites

From £1099 - £1399 8 days including UK flights

Piedmont walking holiday, Vineyards of Barolo

Piedmont walking holiday, Vineyards of Barolo

A gastronomic gem quietly tucked away

From £1528 - £1699 9 days including UK flights

Convert currencies