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Cycling tour in Val D'Orcia Tuscany
Find your perfect trip!
Find your perfect trip!
Tuscany cycling through the Val D'Orcia
style :
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Duration :
8 days
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Mar Apr May Jun Jul Aug Sep Oct
Cycling E-Bikes
price in double room from: € 895
Tuscany cycling through the Val D'Orcia

Tuscany cycling through the Val D'Orcia

Captured in time as if the Etruscans just rode through

  • Stay in a quintessential Tuscan Estate with onsite wellness resort
  • Enjoy their own farmed organic food served in the Estate restaurant
  • Visit the natural, artistic and cultural treasures of the Val d'Orcia, on the UNESCO world-heritage list
  • Wonderful landscapes, wide open fields, cypress lined hills and vineyards
  • Incredibly well preserved medieval and renaissance villages and hilltop towns
  • Peaceful country roads, friendly Tuscans and delicious regional culinary specialties
Map Val D'Orcia cycling routes
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Moderate trip on hilly terrain, very little shade on roads (Daily climb 350 to 750 m). The rides follow mostly well asphalted country lanes and smooth turf roads (approx. 35% of the time) with very little traffic. More traffic near larger towns. 

Day 1: Arrive in Buonconvento
Day 2: Murlo and La Befa round tour (33 km / 20,5 mi)
Day 3: Montalcino Land of Brunello wine round trip (42.5 - 24 km / 26,5 - 15 mi)
Day 4: Ride from Buonconvento to Pienza (37.7 km / 23,5 mi)
Day 5: Pienza to Bagno Vignoni round tour (27.7 km / 17 mi)
Day 6: Pienza to Montepulciano round tour (34 km / 21 mi)
Day 7: Pienza to Buonconvento via Lucignano d’asso (24 km / 15 mi)
Day 8: Arrivederci Val d'Orcia

Day 1:    Arrive in Buonconvento

Upon arrival in the charming medieval town of Buonconvento, rich in history and architecture with 700-year old walls, a transfer will take you to the agriturismo (farm house) where you will stay for the next four nights. If you have rented bikes with us, they will be waiting for you at the accommodation.

Day 2:    Murlo and La Befa round tour (33 km / 20,5 mi)

Ride through the bountiful, uncontaminated countryside to Murlo and immerse yourself in the dense woods as you ride by the Crevole River. Continue past steep cliffs to the sweet smell of bright yellow flowers and through an enchanting oak tree forest to La Befa. A short part of the trail is too narrow or rocky to cycle (about 300m) however the exhilarating views are more than worth the effort.

Challenge: 3.5 hours, 33 km / 20,5 mi, 584m ascent, 675m descent

Day 3:    Montalcino Land of Brunello wine round trip (42.5 - 24 km / 26,5 - 15 mi)

Pedal through vibrant fields of sunflowers past Buonconvento to the heart of the Brunello wine district. The Monte Amiata volcano lures above as the surrounding countryside transforms into endless olive groves and vineyards. Ride steeply up to the fortified city of Montalcino where you can visit its magnificent 14th century fortress and Palazzo Comunale, then return to Buonconvento along remote back roads.

Challenge: 6 / 3 hours, 42.5 - 24 km / 26,5 - 15 mi, 1177 / 587m ascent, 1177 / 587m descent, optional extention to Montalcino 6 km

Day 4:    Ride from Buonconvento to Pienza (37.7 km / 23,5 mi)

Climb uphill to the renowned Monastery of Monte Oliveto Maggiore with its delightful frescoes and botanical garden. After replenishing your soul, follow a winding route past isolated villages to until you reach a row of hundreds of cypress trees, inviting you to visit the stunning Santa Anna in Camprena monastery where "The English Patient" was filmed. Admire the frescos then finish your day in the lovely town of Pienza, another UNESCO heritage site

Challenge: 4.5 hours, 37.7 km / 23,5 mi, 1000m ascent, 756m descent

Day 5:    Pienza to Bagno Vignoni round tour (27.7 km / 17 mi)

Today is a relaxing day in which you will travel on smooth country roads to the medieval hamlet of Bagno Vignoni where you can rest and swim in its healing hot thermal waters, enjoyed by the Anceint Romans and home to the legendary water nymphs. Ride back to Pienza along gently undulating hills through unspoiled countryside and embrace the essence of Southern Tuscany.

Challenge: 3 hours, 27.7 km / 17 mi, 674m ascent, 674m descent

Day 6:    Pienza to Montepulciano round tour (34 km / 21 mi)

From Pienza, travel along an immensely panoramic road past the medieval stone-built hamlet of Monticchiello. Ride up a remarkable limestone ridge and enjoy breathtaking views of the Val d'Orcia. Gather your strength as you make the climb up to Montepulciano. Upon arrival, celebrate with a glass of the famous local Vino Nobile wine. Head back down happy and giddy towards Pienza !

Challenge: 4.5 hours, 34 km / 21 mi, 1000m ascent, 1000m descent

Day 7:    Pienza to Buonconvento via Lucignano d’asso (24 km / 15 mi)

Day 7 offers you a brilliant medieval experience. Follow an ancient pilgrimage route to the fortified town of San Quirico d'Orcia. Promenade its narrow streets full of well-preserved history and visit a 16th century Italian garden. After a ride across an arched medieval bridge and past the Tuoma stream, the road climbs and opens, revealing enchanting 360° views of Southern Tuscany's majestic landscape.

Challenge: 2.5 hours, 24 km / 15 mi, 400m ascent, 654m descent

Day 8:    Arrivederci Val d'Orcia

 After breakfast a short transfer takes you down to Buonconvento where you can catch the local bus or train to the airport, unless you have booked a transfer or extra services with us.

Villages along the way: Buonconvento


All accomodations are carefully selected because of their location, atmosphere and/or unique services. All rooms are en-suite.

We choose comfortable 3* hotels, farmhouses and B&Bs where all rooms have private en-suite bathroom.

You can find below the standard hotels of this trip. If a hotel is fully booked, then we will book a similar one for you and inform you about the alternative booked. 

Extra overnight: You can book additional night(s) at any of the accommodations along the way.

Agriturismo Pieve a Salti (Buonconvento)
Agriturismo Pieve a Salti (Buonconvento)

The farmhouse Pieve a Salti is located 5km from Buonconvento it's housed in a restored Tuscan farmhouse. Immersed in the Tuscan countryside, the farmhouse is set on two buildings located 1km away from each other offering rooms with a rustic style with wooden ceilings and wrought iron beds. It offers TV, refrigerator, air conditioning, indoor and outdoor pools. Abundant buffet breakfast with local products.


Hotel Rutiliano (Pienza)
Hotel Rutiliano (Pienza)

Hotel Rutiliano is just 5 minutes’ walk from the historic center of Pienza. Rooms are modern with a classic style and equipped with TV, private bathroom, free Wi-Fi and spa. It is possible to use the garden and the swimming pool. Breakfast buffet is good, the staff and the property are friendly and welcoming.



You can start on any day of the week, subject to availability, between March 26th and October 31st

Florence airport (FLR) has regular international flights. Several low cost carriers serve Pisa (PSA) and Bologna (BLQ).

From Florence airport (FLR), take the bus to Santa Maria Novella train station and then a train to Buonconvento (change in Siena).

From Pisa airport (PSA), take the train to Buonconvento (with 2/3 changes, depending on time. You always have to change at Pisa Centrale).

From Bologna (BLQ), take a bus to Bologna Centrale train station then a train to Buonconveto (change in Florence and in Siena).

Check train timetables on www.trenitalia.com.


The rental includes: phone holder, rear bags, odometer (every two bikes), helmet, repair kit, padlock 

Univega Terreno 5.0 Cross

  • 27 gears
  • 28'' wheels
  • frame size S, M, L, XL
  • suspension: Suntour NEX fork with remote lockout
  • hydraulic Schimano BR-M396 disk brake


Focus Whistler 27R 2.0

  • 27 gears
  • 27.5'' wheels
  • frame size XS, S, M, L, XL
  • suspension: Suntour XCM with hydraulic lockout
  • Shimano BR-M396 hydraulic disk brake


Focus Whistler 29R 2.0

  • 27 gears
  • 29'' wheels
  • frame size S, M, L
  • suspension: Suntour XCM with hydraulic lockout
  • Shimano BR-M396 hydraulic disk brake


  • Model: Univega Summit E LDT (Bosch)
  • FrameUnivega Bosch Hydroformed 6061 Alloy
  • ForkSR Suntour XCM RL, w/ remote lockout, 100 mm
  • EngineBosch Performance
  • DisplayBosch Intuvia, with Control panel and push asstisance
  • BatteryBosch Li-Ion 11 Ah, 400 Wh removeable
  • BrakesTektro Auriga, adjustable, 180/180
  • Brake leverTektro
  • Rear derailleurShimano Deore, low profile
  • ShifterShimano SL-M370
  • CranksetUnivega Bosch ISIS, w/chainring protector
  • Gear ratiofront: 16, rear: 11-34
  • HandlebarConcept, flat
  • StemConcept
  • SaddleConcept EX
  • SeatpostConcept
  • WheelsetConcept QR, Concept EX rim
  • Tires  Schwalbe Smart Sam, 54-622


GPS tracks are available on request.



  • 7 nights' accommodation with breakfasts
  • Bike delivery to Pieve a Salti, theft insurance and collection from Pieve a Salti
  • Luggage transfer on DAY 4 and DAY 7
  • Private transfer (+ luggage) from Buonconvento train station to Pieve a Salti on DAY 1
  • Private transfer (+ luggage) from Pieve a Salti to Buonconvento train station on DAY 8
  • Digital detailed route notes and maps in English
  • Access to the trip on our navigation app
  • 24-hour telephone assistance

Not included

  • Travel insurance
  • Touristic city taxes
  • Bike rental
  • Travel to/from Buonconvento
  • Trains, busses or boats wherever necessary
  • Lunches & Dinners
  • Drinks and snacks
  • Personal equipment


  • Additional nights before, during or after the tour
  • Bike rental: mountain, hybrid or electric bike. It includes: phone holder, 2 rear bags, 1 odometer every 2 bikes, helmet, 1 repair kit, 1 padlock
  • Single Room Supplement(s)
  • Solo Traveller Supplement
  • Transfer from airport to Buonconvento
  • Transfer from Buonconvento to airport
  • Shipment of printed documents to the first accommodation 

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