Trip Style

Rolling hills


All year


Relaxed atmosphere, Monteriggioni, San Gimignano

Price from

695 EUR



Situated on the west side of Italy on the Mediterranean coast, Tuscany is simply steeped in natural beauty, history and culture. Chains of slender cypress trees rise and fall amongst the green-brown contours of the Tuscan hills. Here you will discover peace and calm. The evenings inherit the beauty of the days just spent and you will soon come to appreciate why this place has seduced writers like Robert Browning and E.M. Forster.

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During 6 days you will experience the real heart of Tuscany in this truly unique trip, partly following the famous “Via Francigena”, an ancient pilgrim route from Canterbury to Rome.


We decided to grade this trip as Moderate as there are no technical difficulties along the way. Hotels and guest houses have been carefully selected for their comfort, location, friendliness and character, but also for the quality of their food. We make your trip as comfortable as possible by transferring your luggage from hotel to hotel. During your walk, you’ll only carry a light day pack.


So, relax and enjoy your time in Tuscany!


Day 1: Arrival at Volterra

Volterra is one of the oldest villages in Italy, we recommend visiting the historic centre. Ease your way into your walking holiday with a gentle trek. The walk is mostly on a white road, lined with cypress trees – a good introduction to what is to follow.

Day 2: Transfer to Pignano. Walk to San Gimignano – 12km, 348m/4 hours

After a short transfer to Pignano, you will walk between vineyards and through oak woods with wild Cyclamen in flower in autumn and fine views of the ruins of the fortifications of Castelvecchio. Tonight you will stay at San Gimignano – a UNESCO World Heritage Site – known for its imposing medieval towers.

Day 3: Walk to Colle Val d’Elsa via Montecchio – 14km, 394m/4h10 mins

Today is a leisurely day through olive groves and cypress avenues up to the village of Montecchio. In Colle Val d’Elsa, enjoy a glass of Chianti in the central piazza.

Day 4: Walk to Monteriggioni – 23km, 61m/ 4 hours

Today’s walk is spent mostly in the shade, starting with a long descent to the Castel Petraia and then up to the densely forested hill of Montagnole, close to the attractive village of Strove. The stroll continues on to the handsome fortifications of Monterrigioni.

Day 5: Walk through the Montanella to Siena – 13km, 346m/4h35 mins

We take to the road again for the last day of our trip. While you might find this day the most challenging, the end will undoubtedly justify the means! After walking across the Montanella, you can admire the village of Funghaia and its church with frescoed interior. Arriving in Siena – your rest stop for tonight.

Day 6: End of the trip.

After breakfast, we bid you farewell. However, you can extend your stay in Siena or take an additional night in Pisa or Florence.

Special note :

On the 2nd of July and 16th of August (due to the Palio di Siena), a supplement will apply for the night in Siena.


  • 3 nights in 3* or 4*
  • 2 nights in a Guesthouse of character
  • 5 Breakfasts
  • Roadbook (Guidebook)
  • Taxi transfer Day 2
  • Luggage Transfer
  • 24/7 Customer Care
  • Flights/trains
  • Insurance
  • Drinks
  • Lunches & Dinners
  • City tax in Monteriggioni €1 per person
  • Transfer Day 5
  • Transfer from/to airport
  • Extra night stays


Fly in/Fly out

The closest airports are Pisa and Florence. However, Tuscany is also easily accessible by flying to Rome.

To Pisa
Galileo Galilei International airport
20 major airlines fly to Pisa: Ryanair www.ryanair.com, easyJet www.easyjet.com, Air France www.airfrance.com, Alitalia www.alitalia.com, Lufthansa www.lufthansa.com, Sky Europe www.skyeurope.com amongst others.

To Florence
Peretola Airport – Florence International airport
Airlines flying to Florence: Air France www.airfrance.com, Alitalia www.alitalia.com, Lufthansa www.lufthansa.com and others

To Rome
Virtually all airlines fly to Rome.


Bus to Volterra:

From Pisa:
From the central Bus station: Line 190 Corsia 1 (Pisa to Pontederra-1h) & Line 500 Corsia 4 (Pontederra to Volterra)
Info: www.cpt.pisa.it

– From Florence:
From central Bus station: Florence-Volterra (2h10mins)
Info: http://toscana-toskana.de/volterra-it/bus.htm




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