Permanent route of L'Eroica in 3 stages - Self Guided

Permanent route of L'Eroica in 3 stages - Self Guided


  5 days/4 nights


530,00 €


  Avid rider

The Permanent Route of L'Eroica is a unique experience where you can live the adventure of L'Eroica all year round. The permanent route is long 209 km in the heart of the Terre di Siena region, through Chianti, Crete Senesi and Val d'Orcia. It’s a journey into the essence of the legendary Tuscan landscape, characterized by challenging and technical segments that make this route a great opportunity to practice cycling. The route alternates paved and gravel roads and has a total elevation gain around 3800 meters. Gravel roads cover approximately 112 km on 209 km. Your experience will be divided into three stages of around 70 km, the elevation gain achieved each day will be higher than 1100 meters.
The tour can be organized with start and finish from Radda in Chianti.
DURATION: 5 days/4 nights
PRICE FROM: 530,00 €
WHERE: Chianti - Siena - Montalcino - Val d'Orcia - Crete Senesi
WHEN: all year long



Day 1 - Benvenuti in Toscana

Individual arrival, dinner on your own and accommodation in a 3 stars hotel located very close the city center of Siena.
Siena is the perfect point to start the route of L'Eroica and offers a good connection with the largest cities, airports and train stations.

Upgrade in 4 stars hotel available on request with extra charge.

At your arrival you will receive all the informations to complete the route of L'Eroica.


Day 2 - Val d'Arbia hills and Montalcino

74 km – elevation gain: 1480 meters

Just outside the city of Siena you’ll ride through a very typical segment of white road, located between “Colle Malamerenda” and Radi, deep in the gentle hills of Siena, studded of farmhouses, medieval villages, merging your ride with the Via Francigena itinerary. The village of Vescovado di Murlo will be the final point of the easiest segment of the whole permanent route.
Climbing Castiglion del Bosco, one of the most challenging segments of L’Eroica permanent route, you will reach the medieval village of Montalcino over the beautiful and panoramic lands of the Brunello of Montalcino. Montalcino, also famous for olive oil and honey, it’s a nice village perfect for a stop for lunch or visit to the town center, even to admire the incredible panorama opening over the Val d’Orcia area.
Leaving behind the Brunello region you'll reach the Val d'Orcia region and the beautiful town of San Quirico d'Orcia, final point of the first stage.

Dinner on your own and accommodation in 3 stars hotel.
Upgrade in 4 stars hotel available on request with extra charge.


Day 3 - Crete Senesi and Monte Sante Marie

72 km – elevation gain: 1400 meters

In the first part of the stage you'll ride surrounded by the landscape of the Val d'Orcia and Crete Senesi to Lucignano d'Asso and Buonconvento, nice medieval town.
Left the villages along the Cassia road you'll immerse yourself in the Crete Senesi with the characteristic gullies and lunar landscape. Oak and cypress trees indicate isolated farms and tables are enriched by the diamond of Crete Senesi: the white truffle. This part of the route includes the challenging gravel road of Monte Sante Marie, very famous steep road and part of the Classic Strade Bianche pro race, that will lead you in the Chianti region.
You will get in the Chianti region through Castelnuovo Berardenga, nice village located on the border of the Crete Senesi.

Dinner on your own and accommodation in 4 stars hotel or agriturismo.


Day 4 - Chianti, Gaiole and Castello di Brolio

77 km – elevation gain: 1360 meters

After the panoramic descent to Pianella, the road to Radda in Chianti will be a sequence of vineyards and woods, passing through pretty villages and farms, that could offer you a wide range of typical products, wine and olive oil tasting, temptations that will delight your itinerary and your senses. After the visit of the medieval village of Radda in Chianti you will then reach, through the small village of Vertine, Gaiole in Chianti, town where L’Eroica was born in 1997.
The route to the Castello di Brolio with its cypress access road, the breath-taking panorama below the walls, over the vineyards, represent one of the most wonderful parts of the permanent route. You can decide also to visit the Castle, owned by the Ricasoli family since 1141, or taste a glass of Chianti Classico at the enoteca.
After few kilometers, near San Giovanni a Cerreto, Siena will be outlined on the horizon, and you’ll come back to Siena end of the Eroica tour.

Dinner on your own and accommodation in hotel 3 stars located very close the city center of Siena.
Upgrade in 4 stars hotel available on request with extra charge.


Day 5 - Arrivederci Toscana!

Breakfast and individual departure.

  • 4 nights stay with breakfast in double room
  • Baggage transportation between hotels
  • Informations for your daily stage
  • Maps with altimetry of each stage in PDF file
  • GPX tracks for GPS system or mobile App
  • Phone assistance by Anima Toscana staff
  • Tourist city tax
  • Medical insurance
  • Medical insurance
  • Upgrade in 4 stars hotels
  • Discount baggage transportations
  • Activities for non-cyclist (cooking classes, wine tours, trekking and more)
  • Bike rental (Road, hybrid, MTB, Gravel, vintage bikes or electric bikes)
  • Bike guide in english, french, spanish or german language during each stage
  • Van support during your daily stage, to let you enjoy your Tuscan vacation
  • Extra intervention of technical assistance
  • GPS rental
  • Guided tours of cities and villages
From 530,00 €