Permanent route of L'Eroica in 4 stages - Guided

Permanent route of L'Eroica in 4 stages - Guided


  6 days/5 nights


€ 2450,00


  Active 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 route will be divided in two stages long 50 km and two tour loop long 60 km.

DURATION: 6 days/5 nights

PRICE FROM: 2450,00 €

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

WHEN: all year long



Day 1 - Benvenuti in Toscana

Individual arrivals, dinner and accommodation at Villa Curina, sixteenth century villa with restaurant and swimming pool, located close Castelnuovo Berardenga.

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


Day 2 - Chianti loop

63 km – elevation gain: 1200 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 can offer a wide range of local products, like wine and olive oil tasting, temptations that will delight your itinerary and your senses. You’ll arrive to Radda in Chianti that merits a visit to its historical village, for example having lunch into its nice little alleys. You will then reach, through the small village of Vertine, Gaiole in Chianti, town where L’Eroica was born in 1997.
After Gaiole in Chianti the Eroica route will lead you to the castle of Brolio with its cypress-lined entrance. 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. The breath-taking panorama below the walls, over the vineyards, represents one of the most wonderful parts of the permanent route.

Dinner and accommodation at Villa Curina.


Day 3 - Siena and Val d'Arbia

56 km – elevation gain: 850 meters

After a few kilometers, near San Giovanni a Cerreto, Siena will appear on the horizon. The visit to this wonderful medieval city with its Duomo, Piazza del Campo and the perfect medieval city center will make special your trip. Neat vineyards evolve into a more varied landscape, painted with the traditional Terra di Siena colours. Just outside 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 with farmhouses and medieval villages, merging your ride with the Via Francigena itinerary. The village of Murlo will be the backdrop to the easiest segment of the whole permanent route.
Before to arrive at the hotel, we suggest to have a break in Buonconvento and visit this beautiful medieval village.

Dinner and accommodation at Villa Armena, exclusive hotel with just 10 rooms, each one unique, where service, attention to detail and exclusivity are the cornerstones of their offering.


Day 4 - Montalcino and Val d'Orcia

61 km – elevation gain: 1180 meters

The daily stage start climbing Castiglion del Bosco, one of the most challenging gravel segments of L’Eroica permanent route. You will then reach the town of Montalcino, which sits over the beautiful and panoramic lands of Brunello di Montalcino world famous wine. Montalcino, also famous for olive oil and honey, is a nice village that merits a visit to the tiny roads and square or admire the incredible panorama over the Val d’Orcia region.
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 come back to the farmhouse. The gravel road between Torrenieri and Lucignano it’s one of the most fascinating and characteristic of the Eroica route.

Dinner and accommodation at Villa Armena.


Day 5 - Crete Senesi and Monte Sante Marie

48 km – elevation gain: 850 meters

From the vineyards and rolling hills to the beauty of the lunar landscape is a short step. Once you have left the villages along the Cassia, you will be immersed in the Crete Senesi with its characteristic gullies. Oak trees and cypresses indicate isolated farms where they produce cheese, and tables are enriched by the “diamond” of the Crete Senesi: the white truffle. This part of the route includes the difficult white road of Monte Sante Marie, a very famous steep road that will take you back to the Chianti area. You will back to the Chianti region through Castelnuovo Berardenga, the village on the border with the Crete Senesi.

Dinner and accommodation at Villa Curina.



Breakfast and individual departure.

  • 5 nights stay with breakfast
  • 5 dinners, drinks not included
  • 4 Light lunches
  • Expert bike guide during each stage
  • Van support during your daily stages, to let you enjoy your bike holiday
  • water and fresh fruits for your daily ride
  • Baggage transportation between the hotels
  • Pick-up of anything you buy during your daily stage: wine, gift and more
  • Maps and information for your daily stages
  • GPX tracks for GPS
  • Road book and final diploma of “Eroici”
  • Official bike jersey of L’Eroica
  • Phone assistance by Anima Toscana staff
  • Tourist city tax
  • Drinks
  • Medical insurance
  • Medical insurance
  • Bike rental (Road, hybrid, MTB, Gravel, vintage bikes or e-bikes)
  • Chianti and Brunello wine tour and tasting
  • Activities for non-cyclist (cooking classes, horseback riding, trekking and more)
  • Activities along the route (wine tasting, truffle experience, etc.)
  • GPS rental
  • Guided tours of cities and villages
From 2450,00 € per person in double room