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Tours that move you

Italy - Via Francigena (Tuscany to Rome) - Guided Leisure Cycling Holiday


  • Staying in Tuscan accommodation overlooking stunning landscapes
  • Discovering the amazing Siena
  • Sampling the best wines of Chianti, Montepulciano and Montalcino
  • Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
  • Exploring the stunning UNESCO sights of San Gimignano and Valle D‘Orcia
  • The sense of achievement riding into St Peter’s Square in Rome

View Trip Schedule

Day Description Distance Meals
1 Arrival into Pisa Airport - Transfer to San Gimignano    
2 San Gimignano to Siena 31 Miles / 50 Kms Approx. B L  
3 Siena to San Quirico 34 Miles / 55 Kms Approx. B L  
4 San Quirico to Radicofani 22 Miles / 40 Kms Approx. B L  
5 Radicofani to Bolsena 34 Miles / 60 Kms Approx. B L  
6 Bolsena to Vetralla 29 Miles / 50 Kms Approx. B  
7 Vetralla to Campagnano 29 Miles / 50 Kms Approx. B L  
8 Campagnano to Rome 31 Miles / 50 Kms Approx. B  
9 Departure from Rome - Transfer to Rome Fiumicino Airport   B  

Meals: B = Breakfast L = Lunch D = Dinner Please keep in mind the distances and ascent information provided are intended to be indicative and may vary from the actuals due to accommodation changes or when compared on different GPS devices and software

For more information download our trip notes

Trip Information

Join us on this guided cycling holiday in Italy where we'll be tracing the steps of the Via Francigena, an ancient route packed full of historical gems and idyllic Italian countryside. Once the favored route for merchants, armies and pilgrims travelling from Canterbury to Rome (and all the way through to Jerusalem), our version of the Via Francigena picks up the trail in Tuscany and offers an inspiring journey through the heart of Italy, right up to the mighty St Peter’s Square in Rome.
Our Via Francigena cycling tour starts just outside of the enthralling San Gimignano, where you’ll have the chance to explore this unique UNESCO treasure and admire its many medieval towers. Here you’ll get a great introduction to Tuscan way of life, a landscape famed for its idyllic cypress lined horizons, endless fields of golden corn and medieval hilltop towns. We’ll then head south following the Via Francigena on a range of quiet country lanes, ancient Roman roads, over rolling hills, through woodland and passing through ancient towns. This route joins up some of the major Tuscan highlights, including Siena, Montiriggioni and San Quirico.
Our journey has two distinct halves and as we leave Tuscany and enter Lazio, the landscape changes as well as the feel of the towns, a change which only adds to the sense of journey. Heading ever south, we’ll cycle through varying scenery and changing terrain, eventually pedaling into the outskirts of Rome where our own pilgrimage comes to a dramatic end, riding into St. Peter's Square. Along the way we’ll stay in a range of good quality local hotels and agriturismi, which enable you to experience true Italian hospitality and of course indulge in some delicious local cuisine.
We also have a mountain biking version of this trip available which follows alternative, off road routes along the Via Francigena.

For more information download our trip notes

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Trip Summary

9 days
Prices From:


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Trip Details

Place to place

8 nights hotel/agriturismi accommodation

7 days riding

Breakfast and some lunches included

Guided with vehicle support

Airport transfers

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Skedaddle News, Views and Trip Stories

Customer Story: Repeat Offender

Having recently returned from yet another Skeddadle guided cycling holiday, Nick shares a few thoughts as to why he keeps on coming back for more and what makes our holidays uniquely enjoyable… ‘Easy to organise.  I’m sure we’ve all thought…

The post Customer Story: Repeat Offender appeared first on Skedaddle Blog.

Last Updated: 17/08/2017