Guided Mountain Bike Holiday - Sacred Routes - Tuscany

Cycling Holidays

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Holidays that move you

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Holiday Highlights

Stay in a Tuscan farmhouses overlooking stunning landscapes
Ride The Montagnola trails, location of a well-known Sienese MTB race
Sample the best wines of Chianti, Montepulciano and Montalcino
Riding down the “Creti Senesi” on a roller coaster ridge ride
Enjoy the journey across Tuscany on a variety of terrain
Visit the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia, Pienza

View Holiday Schedule

Day	Description	Distance	Meals
1	Arrival Pisa and transfer to San Gimignano	Non Riding Day	D
2	San Gimignano to Monteriggioni	27 Miles / 45 Kms Approx.	B L
3	Monteriggioni to Siena	21 Miles / 35 Kms Approx.	B L
4	Siena to Buonconvento	31 Miles / 50 Kms Approx.	B D
5	Buonconvento to Pienza	24 Miles / 40 Kms Approx.	B L
6	Pienza loop, San quirico d'Orcia, Bagno Vignoni	27 Miles / 45 Kms Approx.	B L
7	Departure - Pisa	Non Riding Day	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

Holiday Information

The Tuscan landscape hosts a fantastic mountain bike holiday in Italy. The famous sights of Tuscany are combined with great biking exploring woodlands, hills and valleys with some great tracks and routes that link famous hilltop towns such as San Gimignano, Siena, Pienza. This biking holiday in classic tuscany will enchant with its natural beauty as well as reward with the quality of the riding. While perhaps more well know for the rolling hills and quiet roads, Tuscany's long history of trade and agriculture has resulted in an extensive network of trails of all kinds. Thrilling forest singletrack is mixed with scenic country lanes and the rolling landscape gives us challenging climbs and fun descents.

After arrival in Pisa we will drive through the beautiful Tuscan Landscape, arriving at our first accommodation in the countryside of San Gimignano. Here we are staying in a stunning Agriturismo surrounded by vineyards where our host treats us to our first Tuscan banquet. Over the next 3 days we bike across forested hills, through vineyards, down river valleys, across streams, past abandoned farmhouses and up to tiny fortified villages. Some rides follow the ancient Via Francigena pilgrimage and the Eroica roads, hence we called this trip the “Sacred Routes”!! The Via Franchigena was a trail which once connected Canterbury to Rome, while the Eroica routes are gravel roads used in the Giro d'Italia before tarmac was common.

Midway we arrive in Siena, steeped in Italian renaissance atmosphere. Scattered with great restaurants and superb Gelateria, this is a prefect place to end the first part of the trip. For the next three days we enter the Creti Sienesi, where we are in for some thrilling riding along steep valleys, dense forests, rivers and the legendary “badlands” eroded clay slopes around Siena and Val D'orcia. Here the riding is a roller coaster of tracks and trails riding from lowlands to open ridge views, enjoying descents that will leave you smiling all day!

For more information download our trip notes

Holiday Feedback

Great holiday - much better than expected

All days were great in different ways – but as an experienced mountain biker the final day was probably my favourite as it included a number of downhill sections and generally some slightly more technical sections uphill too.

Susan, Scotland
Thank you, Skedaddle, for inventing this tour.

What an opportunity to see the Tuscan countryside in such an intimate way as cycling / mountain biking. How else could we get a guided tour – the best trails, lodging and meals all figured out for us?

When one guest lacked stamina the first day, Skedaddle got him an e-bike and for the rest of the days he did great. When another guest needed stitches a guide took her to the hospital in the van right away. These are examples of good service.

Sarah, USA
Excellent,friendly,efficient guides

Gianfranco was excellent, friendly and efficient. He really cared that each one of us had a good time. Also Juditta and Stefano were excellent. Very good at their jobs and always smiling so they brought a friendly atmosphere to the trip.

Peter, UK
Excellent riding!

Excellent riding – Hard to single out one day. The mix of technical and fitness was great and I particularly enjoyed the climbing (I know, I am weird). Great planning by the guides when the original route was not suitable due to the weather – we had a great day around Montalcino.

Mike, Bedfordshire
All the scenery was stunning

All the scenery was stunning, so all days were enjoyable. The last day in particular as it was the only real day with any singletrack was most enjoyable in terms of MTB riding.

Becky, Derbyshire
Fantastic views!

Favourite day was the final day with best singletrack and with fantastic views of Pienza to finish the week’s riding.

Robert, UK
Great...

A truly memorable trip and has already got us planning to revisit the area. The crew on the ground were excellent and nothing was too much trouble. The cycling was a little harder than I imagined (as was the amount of wine we drank!!), but such great company and organisation/pace mean that it was still a holiday and not too much of a grind. The accomodation/food/routes were all stunning. Thanks so much. A dopo!

Ian, London

Download Trip Notes

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Skedaddle News, Views and Holiday Stories

Tuscan Tastes: Buon appetito!

dire pane al pane e vino al vine Translation: Call bread bread and wine wine… This classic Italian phrase means you should simply ‘tell it how it is’, an important philosophy which soaks into the country’s authentic approach to cooking……