Permanent route of L'Eroica in 5 stages - Self Guided

Permanent route of L'Eroica in 5 stages - Self Guided


  7 days/6 nights


€ 790,00


  Enthusiast 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. The length of each stage is between 40 and 50 km, for this reason you can enjoy the landscapes, visit town along the route or taste local product like wine and olive oil.
Siena offers a good connection with the largest cities, airports and train stations. On request we can organize the start of the tour from Radda in Chianti.

DURATION: 7 days/6 nights

PRICE FROM: 790,00 €

WHERE: Chianti - Siena - Montalcino - Val d'Orcia - Crete Senesi

WHEN: all year long



Day 1 - Benvenuti in Toscana

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

At your arrival you will receive road book, maps and all the informations to complete the route of L'Eroica.


Day 2 - Val d'Arbia hills and Montalcino

55 km – elevation gain: 1130 meters

Just leaving the city of Siena you’ll ride through a very typical segment of the route, 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 view of the village of Murlo will be the end of the easiest part 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 Brunello di 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.

Dinner on your own and accommodation in 3 stars hotel located in the town center of Montalcino.


Day 3 - Val d'Orcia region

35 km – elevation gain: 560 meters (longest oprion with Pienza, 53 km)

The descent from Montalcino will be a dive surrounded by the Brunello vineyards and will take you to the Val d’Orcia and Lucignano d'Asso, where you can take a rest with a typical snack or just to refill your bottle before to arrive at the farmhouse.
The gravel road between Torrenieri and Lucignano it’s one of the most fascinating and characteristic of the Eroica route.
With a deviation the normal permanent route you can visit San Quirico d’Orcia and Pienza, located in the heart of Val d’Orcia, UNESCO protected site.

Dinner on your own and accommodation in agriturismo.


Day 4 - Crete Senesi and Monte Sante Marie

44 km – elevation gain: 840 meters

From the vineyards and rolling hills to the suggestion of the lunar landscape is a short step. Left the villages along the Cassia immerse you in the Crete Senesi with the characteristic gullies. Oak and cypress trees indicate isolated farms where they produce cheese 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 that will take you back in the Chianti area.
You will back in Chianti area through Castelnuovo Berardenga, the village on the border with the Crete Senesi.

Dinner on your own and accommodation in 4 stars hotel or typical Tuscan agriturismo with pool.


Day 5 - Chianti region

440 km – elevation gain: 750 meters

A kind of summary of what you saw and what you will see is the road to Pianella that presents different landscapes. 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. You’ll get Radda in Chianti that merits a visit to its historical village, for example at lunch, lost into its nice little alleys.
You can decide to reach Radda in Chianti with an alternative route, direction the beautiful village of Castellina in Chianti.

Dinner on your own and accommodation in 4 stars hotel.


Day 6 - Castello di Brolio and Siena

46 km – elevation gain: 800 meters

After Radda in Chianti you’ll be headed to Gaiole, town where L’Eroica was born on 1997, going down through Vertine, a nice little pearl of the Chianti. The Eroica route starts in Gaiole in Chianti, winding among historical vineyards that lead you to Castello di Brolio, with its cypress-lined entrance. The breath-taking panorama below the walls, over the vineyards, represents 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 a few kilometers, near San Giovanni a Cerreto, Siena will appear on the horizon. The visit to this wonderful medieval city with its Dome, Piazza del Campo and the perfect medieval city center will make your trip special.

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


Day 7 - Arrivederci Toscana

Breakfast and individual departure.

  • 6 nights stay with breakfast in double room
  • Baggage transportation between hotels
  • Information for your daily stage
  • Maps with altimetry of each stage in PDF file
  • GPX tracks for GPS 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
A partire da 790,00 €