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
£1819To£1949 including UK flights
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9 Days
Tailor made
More info
From £1569 - £1699 excluding flights.
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Description of Volterra to San Gimignano walking holiday in Italy

This Volterra to San Gimignano walking holiday is a nine day journey through Tuscan rural idylls. It will feel like almost timeless terrain walking through tranquil hilltop hamlets, basking in Tuscan sun which nourishes the vineyards and olive groves that you amble past along the way from hotel to hotel.

The hotels we have selected for you are four star, and the landscapes are always five star. Have your bags transferred for you as you take time to enjoy cultural highlights such as the Etruscan village of Casole d'Elsa or the mystical towers of San Gimignano's. With options to visit Sienna and Florence on ‘days off’. Natural heritage highlights include walks through Berignone Nature Reserve and Castelvecchio Nature Reserve, both stunning. In fact, Tuscany only does stunning really.

All of the hotels have swimming pools, meaning that you can really chill out after a day of walking, as this itinerary includes walks every other day of between 14-22km. So you have plenty of relaxing time too, with no shortage of ways to enjoy Tuscany. Sipping the local Chianti and relishing Tuscan gastronomic specialties.

Price information

£1819To£1949 including UK flights
Convert currency:
From £1569 - £1699 excluding flights.
Make enquiry

Departure information

This holiday has departures every two days from April to October, please enquire for availability on all your tailormade trips.

Travel guides

Italy walking
Passionate, food loving, fiery, elegant, religious and beautiful. These clichés about Italians pretty much fit the picture of walking holidays in Ital...

Holiday information

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.
Travelling by train:
We offer the possibility of travelling by train to and from the UK for this trip and can book this for you if required. Please enquire for further details.


1 Reviews of Volterra to San Gimignano walking holiday in Italy

5 out of 5 stars

Reviewed on 06 Oct 2019 by

1. What was the most memorable or exciting part of your holiday?

Never having been to this area before, apart from a trip to Venice many years ago, we were very pleasantly surprised at how lovely the countryside is. We also very much enjoyed an easy day trip by bus to Padua which was fascinating.

2. What tips would you give other travellers booking this holiday?

Our trip was late September. If we were to do this again we would go earlier in the summer when the days are longer and you can enjoy the beautiful views from the hotels in the evening. We would also recommend that for the walk from Teolo to Il Feudo, take the surfaced path/road option. We took the path for
the longer route which involved too much time covered in forest with no views, and also paths which, as well as being steep, were very cobbly, and required more concentration than we would wish getting a foothold.

3. Did you feel that your holiday benefited local people, reduced environmental impacts or supported conservation?

We used local shops for picnic supplies, local coffee shop and bars, and also local pharmacy. We drank locally produced wine with our meals, and would recommend this as they produce some great wines in the region. We used local buses a couple of times which offered good service and good value. It was also great to be using independent local hotels, all of which we would highly recommend.

4. Finally, how would you rate your holiday overall?

Excellent. The hotels were all very good, comfortable, great food, lovely views from all of them, and helpful, welcoming staff. The walks were well planned. We felt that we were in the ‘real Italy’ - we only heard other English voices on an English Tour of the University in Padua - and being off the tourist trail was a huge part of the enjoyment for us. This was the first holiday of this type we have done and we really enjoyed it and will definitely do more.

Responsible Travel

As the pioneers of responsible tourism, we've screened this (and every) holiday so that you can travel knowing it will help support the places and people that you visit, and the planet. Read how below.

Planet and people

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.

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