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Land of Siena

Bike ride in Val d'Orcia through the hills of Pienza

26,9 km
Difficulty ¹
Min. Participants ²
Elevation gain uphill
567 mt.
Rate per person
Click to see the rates
Mtb guided tour rates*

Bike ride in Val d'Orcia through the hills of Pienza

Without wine tasting
If you just like to enjoy the ride and the landscape
from 4 and more participants € 48

* Rates are per participants

Do you need a bike?

Rent a bike at the special rate for guided tours.
Mtb € 11/per bike
E-Mtb € 28/per bike
Helmet (optional) € 4/per helmet
Damage insurance (Mtb) € 3/per bike
Damage insurance (e-Mtb) € 5/per bike
Tasting of typical products
Tour data length and elevation gain uphill are indicative and may vary according to the instrument or application used for the measurement.
¹ Legend to difficulty levels of guided tours.
Legend to difficulty levels of guided tours

The  tour difficulty is primarily a subjective factor, determined by different elements and from never equal situations.

The most important of them is the effort: the more the climbs are high, the more effort is made.
But climbs are not all the same: they can be more or less steep and of variable length.

To get an idea of ​​how many climbs are waiting for you on a tour, you should check the "elevation gain uphill". The higher the "elevation gain uphill" is the higher the number of climbs you have to face.

Another element that can make a tour more or less difficult is the climate and in particular - in summer time - the exposure to the sun.
Doing the same path in autumn or spring with 20/25 degrees is completely different if done in summer with 35 degrees.

In addition to the temperature, even the humidity, the presence of shade and the road surface can increase (even in the worst cases) the difficulty of 20%.

For this reason, there is no a unique answer to the question 'how difficult is a course' is; everybody has its own parameters and sensations that also depend on your training  level, so the difficulty index is considered an indicative value.

More easy

Less easy

Explanation of guided tours characteristics

To help you choosing a guided tour, in addition to the degree of difficulty, we ranked the tours according to the following parameters: Landscape, Nature, Art and History.

The trail winds through panoramic paths from which you can admire some of the most beautiful landscapes of the Tuscan countryside.

The tour takes place predominantly in wooded areas or crosses areas of important naturalistic interest such as parks or nature reserves.

Art and history
During the tour you will find places of great historical and artistic interest such as medieval villages, abbeys, churches and castles.

² For more than 6 participants, please contact us at
Characteristics of the guided tours 4
Art and history

First-rate tour for both its natural beauty and its spectacular landscapes which will lead us to discover one of the most fascinating areas of Tuscany: the Val d'Orcia.

This valley (recognised since 2004 as a World Heritage from UNESCO) on whose hilltops you will encounter little towns that seem suspended in time, such as Pienza, San Quirico d'Orcia, Monticcheillo, Montalcino (where the famous Brunello wine is produced) under the gaze of the Amiata mountain (the highest extinct volcano in Italy.)

Starting from Pienza and pedaling on the rolling hills at a calm and relaxing pace, breathing an atmosphere of peace and serenity that was inspired by the most famous Renaissance painters, we will reach the lovely Chapel of Our Lady of Vitaleta and then continue to Monticchiello (characteristic medieval village perched on a hill).

Then we will return to Pienza where we can enjoy a well deserved rest, maybe enjoying a nice sandwich and a glass of wine in a typical shop. (on request only and at the expense of the participant).

How to to take part on the guided tours
  • Meeting in Montaione* in the car park in Piazza Gramsci at 8:15am. See map
  • Departure at 8:30am (with your own transportation) from Montaione
  • *If you are not staying near Montaione, it is possible to fix a meeting point directly at the place of departure of the tour.
    Just indicate in the tour booking form in the "Additional Info" field, and you will receive instructions about the exact meeting place and the departure time of the tour.
  • Upon request it is possible to do a refreshment stop during or at the end of the tour (not included in the price of the tour and is at the expense of the participant).
  • Expected return by 17.00.
  • Attention. Schedules are subject to change. The return time is a guide only.
Click here for some important things to know before you book a tour and to read the TERMS AND CONDITIONS
Important things to know before you book a tour
  • Before booking a guided tour, be honest with yourself.
    Although our tours take place mainly on relatively easy routes, sometimes you need to tackle more technical sections (steep climbs or descents on dirt roads), so make sure you have the technical skills and know how to drive a mtb in order to be able to finish the tour.
    If you are used to cycling only a few times a year and never on a dirt road, perhaps you should not book a guided tour, as you could seriously endanger your safety and that of other participants.
  • Whether you choose to take a guided tour with a traditional mountain bike or an electric one, a good ability is required in knowing how to ride a bike on a dirt road and how to use the gear.
  • Before booking a guided tour please check the characteristics, in particular those relating to the length and difficulty making sure to have the technical skills and physical properties necessary to complete the course, read our read our tips to ride safely and check the levels of difficulty of the tours
  • We suggest that you choose the dress suitable for the type and length of the route and weather conditions. It is forbidden to wear slippers or sandals.
  • Children under 18 years old must be accompanied by an adult (parent / guardian).
  • Given the length of the tour, to participate, we recommend a good level of training, spirit of sacrifice and ability to pedal for long distances uphill.
  • During the tour, several stops are made, to take pictures or just to relax and do some chat. This makes the tour enjoyable and less stressful even for those who are less trained.
  • iBikeMontaione reserves the right to change with or without notice, before and during the tour the logistical organisation and the type of route depending on the weather conditions, ability and preparation of the participants, or other problems.
  • If the weather is questionable, please send us an sms (if possible via Whatsup it's free!) at the number +39 346 7623211 one day prior to the start time to confirm the tour status.
  • Read also our tips to ride safely.

General Terms

  • Payment in cash at the start of the tour. We do not accept credit cards.
  • For amounts equal to or exceeding € 200.00 is required a deposit of 20% to be paid by bank transfer to the bank account specified in the confirmation document that you will receive via email at time of reservation.
  • Reservation required within 48 hours (two days before the departure date of the tour).
  • The rate does NOT include rental of mountain biking.
  • The guided tours are NOT performed on the following days: Saturday.
  • Children under 18 years old must be accompanied by an adult (parent / guardian)
  • For the transfer from Montaione to the starting point of the tour (please check specification of each tour) you'll have to use your own transportation.


For further information about guided tours, please send us an email to or contact:
( staff)
cell. 3467623211(English spoken)
or send an sms only via WhatsApp

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It's all about mountainbiking in Tuscany

Leave the words aside, and let yourself be guided by emotions, feel small in the immensity of these areas and at the same time as if, for a moment, the world was yours, shrouded by that particular feeling of peace and being amazed by the beauty that only Tuscan countryside is able to give.

Need a bike?

Traditional or electric mountain bike? We have the right one for you!

If you are a real sportsman and you like to sweat and struggle to reach the top of a hill, rent a traditional mountain bike, but if you are not very fit, choose an e-mtb*where, thanks to the pedal assistance, you can face much longer distances with less stress.

Whatever your choice, you will be sure to have a quality, durable, safe and reliable bike ready to go for self guided or guided tour to discover the most remote and fascinating Tuscan countryside!

*Rental only combined with a guided tour.

scottaspect barranoleggio
scottaspect barranoleggio
scottaspect barranoleggio

MTB Guided Tours

Live a unique experience, choose to take a guided tour!

Safely accompanied by a qualified’s guide you will live each time a different experience: we'll show you the most beautiful green and peaceful landscapes, the rich history, passing between medieval villages, ancient churches, trees and lakes.

Finally, we will experience together the flavours of the typical produce of each unique territory

5 reasons to live Montaione
and the surrounding area by bicycle

For people like you who love a cycling holiday, just say that Montaione is located in the heart of Tuscany at a short distance to major attractions of the region, surrounded by beautiful nature and breathtaking landscapes, it should already be enough to convince you to choose it as a right starting point.

But we want to give you another 5 good reasons why Montaione really worth to be choosen as a starting point for your next vacation on two wheels.

About me

With passion for outdoor sports since a young age and with an immense love for my country, I love to explore every corner of it, riding the mountain bike.

I want to show you the most special places, accompany you on the most interesting routes, to discover the colours, the flavors and stories of this part of Tuscany.


Make perfect your look with gadgets and the official accessories by Scott and iBikeMontaione!

Enjoy the style of iBikeMontaione even when you get off the bike.

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Take a picture, share it on facebook or instagram tagging @ibikemontaione and tell us about your experience through social media.

We can not wait to hear from you!

Weather in Montaione

Check the real-time weather and the forecast for the next few days to schedule your ride

Go. Ride. Explore. Enjoy.