Permanent route of L'Eroica in 4 stages - Self Guided

Permanent route of L'Eroica in 4 stages - Self Guided


  6 days/5 nights


570,00 €


  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 4 stages long between 45 and 60 km with more than 800 meters of elevation gain each day.
The tour in 4 stages deluxe it’s also available on request with start and finish in Siena. Siena offers a good connection with the largest cities, airports and train stations. DURATION: 6 days/5 nights
PRICE FROM: 570,00 €
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 B&B located very close Gaiole in Chianti.
Upgrade in resort 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 - Gaiole in Chianti, Castello di Brolio e Siena

55 km – elevation gain: 830 meters

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. 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. Views of the village of Murlo will be the backdrop to the easiest segment of the whole permanent route.

Dinner on your own and accommodation in 3 stars hotel with swimming pool and restaurant.
Alternative accommodation in country hotel with extra charge.


Day 3 - Montalcino and Val d'Orcia region

61 km – elevation gain: 1280 meters

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.
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 on your own and accommodation in typical Tuscan agriturismo (country hotel) that offer Health & Beauty Centre, Horse Riding, Indoor and Outdoor Swimming Pools.


Day 4 - Crete Senesi and Monte Sante Marie

46 km – elevation gain: 840 meters

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 back in Chianti area through Castelnuovo Berardenga, the village on the border with the Crete Senesi.

Dinner on your own and accommodation in typical tuscan farmhouse.
Upgrade in resort 4 stars hotel available on request with extra charge.


Day 5 - Chianti region

44 km – elevation gain: 860 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. After Radda in Chianti you’ll be headed to Gaiole, town where L’Eroica was born on 1997, going downhill through Vertine, a nice little pearl of the Chianti.
At the end of the stage you'll receive the personal diploma of “Eroici”, souvenir of an incredible ride!

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


Day 6 - Aarrivederci Toscana!

Breakfast and individual departure.

  • 5 Nights stay with breakfast
  • Baggage transportation between the hotels
  • Pick-up of everything you bought during your daily stage: wine, gift and more
  • 1 intervention of technical assistance along the route 
  • Maps and information for your daily stage
  • GPX tracks for GPS
  • Road book and final diploma of “Eroici”
  • 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)
  • 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
2 People: 570,00 € 
4 People: 460,00 €