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Tours that move you

Italy - Tuscany - Sacred Routes - Self Guided Mountain Bike Holiday


  • 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 Trip Schedule

Day Description Distance Ascent Meals
1 Arrival Pisa and transfer to San Gimignano Non Riding Day    
2 San Gimignano to Monteriggioni 22 Miles / 35 Kms Approx. 620m B  
3 Monteriggioni to Siena 19 Miles / 30 Kms Approx. 835m B  
4 Siena to Buonconvento 28 Miles / 44 Kms Approx. 635m B  
5 Buonconvento to Pienza 26 Miles / 42 Kms Approx. 1020m B  
6 Pienza loop, San quirico d'Orcia, Bagno Vignoni 23 Miles / 36 Kms Approx. 855m B  
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

Trip Information

The Tuscan landscape hosts this fantastic self guided mountain bike vacation. 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 tour 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 you through the beautiful Tuscan Landscape, arriving at your first accommodation in the countryside of San Gimignano. Here you are staying in a stunning Agriturismo surrounded by vineyards where your host treats you to your first Tuscan banquet. Over the next 3 days you 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 route and the Eroica roads, hence we called this trip the “Sacred Routes”!! The Via Francigena 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 you 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 you enter the Creti Sienesi,  where you 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

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Departure Dates:

Duration: 7 days
Return: 07/01/2050

Prices From:

$1,465 p.p.

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Trip Summary

7 days
Prices From:


E-Bike Hire:
Full Suspension Bike Rental:
Hardtail Bike Rental:
Single Room:
Single Room:

Trip Details


6 nights Agriturismo and Hotels

Breakfast provided

5 days of biking

Airport & luggage transfers

Road book & route maps provided

Minimum 2 people

Ask about private departures and group bookings

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