Enjoy the serenity and beauty of this lovely region
Pedal past some delightful scenery on this self-guided tour
Enjoy a variety of terrain, all conducive to fine cycling in Tuscany
Experience the verdant delights of Tuscany
Soak up the stunning scenery
Bike to the fortified city of Montalcino on day 3 and visit the 14th-century fortress
Bike up to Montalcino and be rewarded with fantastic views
Experience a rich heritage and wonderful culture in the Tuscany region of Italy

Bike Tours Tuscany: Self-guided ride through the Val D’orcia

Duration
8 days
Site savings
$19
From
$925 USD

Visit the natural, artistic and cultural treasures of the UNESCO World Heritage area of Val d'Orcia, on an 8-day self-guided cycle tour of Tuscany. This lovely area of gently rolling hills and quintessential Tuscan towns and villages is a cyclist's dream and on this tour you can travel at your own pace through the wonderful region, discovering all it has to offer on a relaxing bicycle tour. Starting and ending in the charming medieval town of Buonconvento, you will spend 8 leisurely days enjoying beautiful Tuscany and benefitting from the tour operator's extensive local knowledge that has created a tour of diversity and pleasure.

  • Category
    Cultural & Historical
  • Type
    Self-Guided
  • Duration
    8 days
  • Culture Level
    Familiar
  • Skill Level
    3 - Intermediate
  • Activity Level
    3 - Active
  • Elevation
    2 - Moderate
  • Terrain
    Agricultural
  • Distance
    111.8 miles
  • Avg. Daily Distance
    18.6 miles
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Quick Stats

  • Duration
    8 days
  • Main Destination
    Tuscany
  • Distance
    111.8 miles
  • Avg. Daily Distance
    18.6 miles
  • Elevation
    2 - Moderate
  • Terrain
    Agricultural

Itinerary Details

  1. Day 1Arrive 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, they will be waiting for you at the accommodation.

    • Agriturismo Pieve a Salti (Buonconvento)
  2. Day 2Murlo and La Befa round tour

    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.

    • 20.5 miles
    • -298.6 ft
      1,916 ft
      2,214.6 ft
    • Agriturismo Pieve a Salti (Buonconvento)
    • Breakfast
  3. Day 3Montalcino Land of Brunello wine round trip

    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.

    • 14.9 miles
    • Agriturismo Pieve a Salti (Buonconvento)
    • Breakfast
  4. Day 4Ride from Buonconvento to Pienza

    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

    • 23.4 miles
    • 800.5 ft
      3,280.8 ft
      2,480.3 ft
    • Hotel Rutiliano (Pienza)
    • Breakfast
  5. Day 5Pienza to Bagno Vignoni round tour

    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.

    • 17.2 miles

    • 2,211.3 ft
      2,211.3 ft
    • Hotel Rutiliano (Pienza)
    • Breakfast
  6. Day 6Pienza to Montepulciano round tour

    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 !

    • 21.1 miles

    • 3,280.8 ft
      3,280.8 ft
    • Hotel Rutiliano (Pienza)
    • Breakfast
  7. Day 7Pienza to Buonconvento via Lucignano d’asso

    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.

    • 14.9 miles
    • -833.3 ft
      1,312.3 ft
      2,145.7 ft
    • Agriturismo Pieve a Salti (Buonconvento)
    • Breakfast
  8. Day 8Arrivederci 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 the tour operator.

    • Breakfast