Enjoy the copious rewards of riding in sensational and ancient landscapes
Experience a region of rich history and fine cycling
On day 4 you'll ride in and around Montalcino, to discover its heritage and beauty
Enjoy the fantastic views and pleasing landscape as you discover beautiful Tuscany by bike
Enjoy the local produce as you discover more about Tuscan wines and of course, sample them
Explore the delightful villages of Tuscany

Tuscan Challenge Bike Tour

Duration
6 days
From
$3,450 USD

Tuscany offers an ideal scenario for cycling enthusiasts of all levels. Tuscany is mostly a hilly territory. For cycling fans, this means challenging yourself on the same hills and slopes where many cycling legends trained, including Bartali, Cipollini and Bettini. Tuscany, is in fact, a land of cyclists and wherever you choose to ride, you’re likely to cross paths with other two-wheel aficionados.

  • Category
    Road Cycling
  • Destination
    Tuscany
  • Duration
    6 days
  • Culture Level
    Familiar
  • Skill Level
    3 - Intermediate
  • Activity Level
    3 - Active
  • Elevation
    3 - Intermediate
  • Terrain
    Hilly
  • Distance
    195.1 miles
  • Avg. Daily Distance
    48.8 miles
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Quick Stats

  • Duration
    6 days
  • Main Destination
    Tuscany
  • Distance
    195.1 miles
  • Avg. Daily Distance
    48.8 miles
  • Elevation
    3 - Intermediate
  • Terrain
    Hilly

Itinerary Details

  1. Day 1Arrival

    Arrival at Pieve a Salti via your own transportation. Check in to your rooms before a presentation of the tour from the guides and a bike fitting. Dinner at the farmhouse.

    • Pieve a Salti Farmhouse
    • Dinner
  2. Day 2Loop: Pieve A Salti - Rapolano Terme - Buonconvento

    Early breakfast to be ready to leave at 8:30 am. This is the longest ride of the tour; you will go through the scenic towns of Rapolano Terme, Buonconvento and numerous other little towns in the rolling hills of Tuscany. You will be back at the agriturismo for lunch and the afternoon is free for you to explore the area or simply relax at the pool.

    Dinner at the agriturismo.

    • 37.3 miles
    • 4399.6 ft
    • Pieve a Salti Farmhouse
    • Breakfast, Lunch, and Dinner
  3. Day 3Pieve A Salti - Pienza Loop

    This ride will go through the Val d’Orcia, which will lead you to Pienza, the famous “city of the Popes”. You are in the heart of the UNESCO Val D’Orcia park. On the way back to the agriturismo you will go through charming little towns: Petroio, famous for its terracotta and Castelmuzio. You are in the middle of olive oil country. The hills are covered by olive trees with views that look right out of a painting. You will also stop for a nice espresso in the Abbazia di Monte Oliveto Maggiore for a nice break.

    Arrive at the agriturismo for lunch. In the afternoon you will have the opportunity to visit a local cheese factory.

    Dinner will be at the Agriturismo.

    • 48.5 miles
    • 4658.8 ft
    • Pieve a Salti Farmhouse
    • Breakfast, Lunch, and Dinner
  4. Day 4Montalcino Loop

    This is a challenging ride that will really let you experience the famous Tuscan uphills. You will ride through the Val d’Orcia vineyards and see the beautiful Abazia di Castelnuovo dell’Abete. You will be back at the agriturismo for lunch. In the afternoon,  tour a winery in Montalcino where they produce the well-known Brunello and Rosso di Montalcino. You will be able to learn more about the history of this noble wine and how it is produced.

    Dinner will be at the Agriturismo.

    • 47.8 miles
    • 5646.3 ft
    • Pieve a Salti Farmhouse
    • Breakfast, Lunch, and Dinner
  5. Day 5Siena and Crete Senesi

    This ride will take you to Siena via some of the white roads used for the famous vintage road bike “L’Eroica”. Riding a bike on the very well kept Tuscan white road is a must when riding in Tuscany. Once in Siena, you will have the opportunity to get a coffee in Piazza del Campo, Siena’s main square, where the Palio di Siena horse race is hosted twice a year. On the way back to Pieve a Salti, you will ride through the Crete Senesi with its lunar landscape.

    Dinner will be at the agriturismo.

    • 61.5 miles
    • 5741.5 ft
    • Pieve a Salti Farmhouse
    • Breakfast, Lunch, and Dinner
  6. Day 6Departure

    Leave today and head off to your next adventure.

    • Breakfast