Tuscany - Val d'Orcia

Mountain biking in southern Tuscany - Val d'Orcia

The Tuscan landscape of the Val d’Orcia is like a classic photograph with its natural beauty. An exciting, varied journey along steep valleys, dense forests and rivers. You’ll mountain bike among picturesque farmhouses, olive groves and fig trees on your way to the hot spring of Bagno Vignoni, and the Renaissance town of Pienza. You’ll visit captivating palaces, Romanesque churches, thermal baths and stunning vineyards with world-famous wines, such as Brunello di Montalcino.
Choose from three different trip lengths:
8 days/ 7 nights with 6 days of cycling
7 days/ 6 nights with 5 days of cycling
5 days/ 4 nights with 3-4 days of cycling

Difficulty level
For those of you who have done some mountain biking, we classify this trip as 2-3 on a 5 degree scale.
For those who have never cycled mountain biking, we classify this trip as 4-5 on a 5 degree scale.
About 80% of the cycling takes place on gravel roads and paths, about 20% on asphalt.

Highlights

  • Tuscan cuisine and world-class wines
  • Stay at an organic agritrurismo with home-made organic food
  • Wonderful landscapes with wide open fields and vineyards
  • The fantastic city of Siena
  • Well-preserved medieval villages, Renaissance towns and hilltop villages

Quick facts

Travel duration: 7 days/ 6 nights, 5 days/ 4 nights
Travel period: 1/4 - 31/10
Grade:
Medium. Average 30-65 km/ 300-700 m per day. Day by day trip grading, see "program" on each trip.
3
Accommodations:
Trip type: Self guided cycling holidays
Price example: From €520
Meals: Breakfast

Prices per person in EUR

This trip is available from April 1 – October 31, with any arrival date.

5 days/ 4 nights From €520 Book your trip

Period TRP - Triple Room Double Room - shared bed Twin Room - separate beds SGL - Single Room
2026-04-01 2026-10-31 €520 €640 €640 €830
Book your trip

7 days/ 6 nights From €730 Book your trip

Period TRP - Triple Room Double Room - shared bed Twin Room - separate beds SGL - Single Room
2026-04-01 2026-10-31 €730 €870 €870 €1,130
Book your trip

8 days/ 7 nights From €780 Book your trip

Period TRP - Triple Room Double Room - shared bed Twin Room - separate beds SGL - Single Room
2026-04-01 2026-10-31 €780 €920 €920 €1,220
Book your trip
Prices quoted are per person and include
  • Accommodation 7, 6 or 4 nights
  • Breakfast
  • Luggage transport for hotel changes
  • Detailed cycling maps
  • Mobile app with:
    • Digital cycling maps
    • Destination information
    • Practical information
    • Detailed cycling descriptions day by day
  • 24-hour emergency hotline for urgent matters
Not included
  • Transport to/from the destination
  • Transfer to/from the airport
  • Local ‘City Tax’, so called ‘Tassa di Soggiorno’. The tax is paid on site and the cost varies, about 1-3 EUR per person per night.
  • Bike hire
* Single room rates
  • Single room rates apply when travelling in the company of others. If you are travelling on your own, in most cases there is an extra charge due to more expensive luggage transport. Please contact us for prices.
Optional extras
  • Bike hire 8 days trip
    • Mountain bike: 190 Euro
    • Electric mountain bikes: 290 Euro
  • Bike hire 7 days trip
    • Mountain bike: 170 Euro
    • Electric mountain bike: 260 Euro
  • Bike hire 5 days trip
    • Mountain bike: 100 Euro
    • Electric mountain bike: 150 Euro

All bike hire includes repair kit, bottle cage & phone holder.

  • Private transfer from Florence or Pisa can be booked. Please contact us for price details.

Itinerary

7 days/ 6 nights

Day 1 Arrival in Buonconvento

You will make your way to the organic agriturismo Pieve a Salti, which will be your starting point for this cycling tour.

Day 2 Cycling around Buonconvento - 23 km (33 km or 40 km)

Today you can choose from three different tours that start and finish in Buonconvento. For example, you can take the train to Siena, visit the city and then cycle to Buonconvento. 40 km, +568 m, -570 m. Another example is cycling on narrow paths along the Crevole river to Murlo. Further along, you will cycle among steep cliffs and untouched nature with fantastic views, before you reach La Befa. A short section, about 3-400 metres, is so technical that you probably need to lead your bike. 33 km, +585 m, -675 m

Day 3 Cycling from Buonconvento to Pienza – 33,5 km

Cycle uphill until you reach the monastery of Monte Oliveto Maggiore, where you can admire the murals and visit its beautiful botanical garden. You will then cycle through small isolated villages and rows of cypress trees before reaching the monastery of Sant’ Anna, in Camprena. Shortly afterwards, Pienza is your final destination for the day. 33,5 km, +769 m, -540 m

Day 4 Cycling around Pienza and Montepulciano - 30 km

From Pienza, cycle on panoramic roads until you reach Montichiello. You will cycle on a limestone ridge with beautiful views of Val d’Orcia before starting the climb up to Montepulciano. Afterwards, you cycle downhill back to Pienza.
30 km, +867 m, -867 m

Day 5 Cycling from Pienza to San Quirico d’Orcia – 14,5 km

Today’s ride is mostly on gravel roads in the beautiful countryside of the Orcia Valley. You’ll also cycle along a riverbed to the medieval village of Bagno Vignoni, where, like the Romans, you can bathe in the healing waters. Afterwards, you will reach the village of San Quirico d’Orcia.
14.5 km, +645 m, -576 m

Day 6 Cycling from San Quirico d’Orcia to Buonconvento – 38 km

You start the day by cycling along sunflower fields until you reach the heart of the Brunello wine region. A steep tarmac road takes you up to the village of Montalcino. From here you cycle along endless olive groves and vineyards until you suddenly are back in the so-called “badlands”. A really nice final ride.
38 km, +990 m, -1181 m

Day 7 Departure day

We at EverTrek hope you have had a great trip!
We hope to see you again.

5 days/ 4 nights

Day 1 Arrival in Siena

You will arrive in pleasant Siena and check into your hotel. We recommend that you arrive as early as possible to have time to explore Siena.

Day 2 Cycling from Siena to Buonconvento – 40 km

Leaving Siena, you’ll cycle on quiet dirt roads, the so-called ‘Strade Bianche’ and paths through the spectacular and strangely shaped landscape of the Crete Senesi. After this, you will cycle part of the Via Francigena pilgrimage route, past the ancient village of Radi. Then you cycle downhill, following a path to the ecological agriturismo Pieve a Salti.
40 km, +568 m, -570 m

Day 3 Cycling from Buonconvento to Pienza – 33,5 km

Cycle uphill until you reach the monastery of Monte Oliveto Maggiore, where you can admire the murals and visit its beautiful botanical garden. You will then cycle through small isolated villages and rows of cypress trees before reaching the monastery of Sant’ Anna, in Camprena. Shortly afterwards, Pienza is your final destination for the day. 33,5 km, +769 m, -540 m

Day 4 Cycling from Pienza to San Quirico d’Orcia – 14,5 km

Today’s ride is mostly on gravel roads in the beautiful countryside of the Orcia Valley. You’ll also cycle along a riverbed to the medieval village of Bagno Vignoni, where, like the Romans, you can bathe in the healing waters. Afterwards, you will reach the village of San Quirico d’Orcia. (If you think that today’s tour was too short, you can do another one).
14.5 km, +645 m, -576 m

Day 5 Departure day

We at EverTrek hope you have had a great trip!
We hope to see you again.

Accommodations

During this trip you will stay in 3-star hotels and Agriturismo.

7 days/ 6 nights

NightPlaceAccommodation
Night 1BuonconventoAgriturismo
Night 2BuonconventoAgriturismo
Night 3PienzaHotel ***
Night 4PienzaHotel ***
Night 5San Quirico d'OrciaHotel ***
Night 6BuonconventoAgriturismo

5 days/ 4 nights

NightPlaceAccommodation
Night 1SienaHotel ***
Night 2BuonconventoAgriturismo
Night 3PienzaHotel ***
Night 4San Quirico d'OrciaHotel ***

Route map

Getting to the destination

Plane

The nearest airports to fly to are Pisa (PSA) or Florence (FLR).

Train

Train from Pisa to Buenconvento, about 3 h 45 min.
Train from Pisa to Siena, about 2 h 10 min.
Train from Florence to Buenconvento, about 3 h 5 min.
Train from Florence to Siena, about 1 h 30 min.

Bus

Bus from Pisa to Buenconvento, about 3 h 40 min.
Bus from Pisa to Siena, about 2 h 40 min.
Bus from Florence to Buenconvento, about 1 h 40 min.
Bus from Florence to Siena, about 1 h 15 min.

Taxi

Taxi from Pisa to Buenconvento, about 2 h 5 min.
Taxi from Pisa to Siena, about 1 h 40 min.
Taxi from Florence to Buenconvento, about 1 h 25 min.
Taxi from Florence to Siena, about 1 hour.

Transfer

Private transfers from Florence or Pisa can be booked. Please contact us for prices.

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