Eroica Essential

Trip duration

6 days, 5 night, 4 days biking

Accommodation level

Value for money



Trip style

E-bike (eMTB), Gravel / Mountain Bike

Diffculty level

★ / ★ ★

Total distance & elevation

209 km / 3900 m D+

Price from


Discover the beauty of the Eroica Tuscany with this bicycle tour along the permanent L'Eroica route. Designed for those who want to relive the experience of L'Eroica but following their own style, pace, and availability of time

The package has been designed to offer a fulfilling experience to those who want to ride, in stages, the same itinerary as Eroica but with their own MTB, gravel, e-bike, or preferred bike, in complete autonomy. 

  • You can start whenever you want, almost all year round: the best period remains from April to October.
  • You will follow the original route that will make you discover the beauty of Chianti, Crete Senesi, Montalcino, and the Val d'Orcia.
  • You will have the opportunity to stop at some of the most iconic locations, including medieval towns, castles, and vineyards, and experience the authentic Tuscan lifestyle.

We offer you maximum flexibility to choose the accommodation solution that best suits your needs and preferences. Additional services are available such as luggage transport, on-route assistance, guide, and bike rental. See all options below.


Package includes:

  • Terra Eroica travel book
  • Luggage transportation between accommodations and basic technical assistance
  • GPS tracks/App komoot
  • 5 nights in a double room with breakfast included 
  • Medical/baggage insurance


  • Terra Eroica box with original Eroica kit: musette, cap, water bottle, and G. Brocci's book "L'Eroica, Storie, Imprese e Sogni sulle Strade Bianche" (+ € 60,00)
  • Bike & equipment rental (MTB, Gravel, E-bikes, road bike, Eroiche/vintage)
  • Bike guide to lead the group
  • Van for support, technical assistance, and safety along the route
  • Extra nights on the first and/or last day
  • Half board in hotel
  • Experience/activities in the stage locations (tastings, cooking classes, wellness)
  • Cancellation insurance
  • Transfer from/to airports or other locations

Not included

  • Dinners, lunches
  • Drinks and additional services
  • Tips and other extras
  • Tourist tax

Daily program

  • Day 1: Arrival in Siena. Check-in and accommodation in reserved rooms. Dinner*. Overnight stay.
  • Day 2: Siena-Montalcino 53 km (33 mi) / 1170 m D+ (3839 ft)
    Out of the 53 km to be covered with an important difference in altitude of almost 1200 m, 30 km will be on dirt roads distributed in three different sections. And if the first two will be characterized by gentle undulations, the last one, the famous Castiglion del Bosco which in addition to the Eroica has seen the passage of the Giro d'Italia on several occasions, is uphill for 7 km with sections that exceed 10%. From Siena, the route enters Val di Merse and the contrast between its woods and the scenic landscapes of the sinuous clay hills of the Crete Senesi will be strong. After the small village of Bibbiano, we enter the territory of Brunello and Val d'Orcia, an area included in the UNESCO list as a World Heritage Site. Montalcino will be granted after the last intense effort with breathtaking landscapes. Arrival in Montalcino. Dinner* and overnight stay.
  • Day 3: Montalcino-Asciano 60 km (37 mi) / 915 m D+ (3002 ft)
    The route is characterized by many kilometers of white road, 42 of the 60 km expected for the stage, and the difference in altitude that remains below 1000 m helps us. The 5 dirt roads to be faced are undulating and pleasant to cycle, only the last one with the passage from Monte Acuto presents uphill sections with slopes that exceed 10% but above all, a technically challenging descent with uneven road surface. From Montalcino, accompanied by vineyards and olive groves, we move east where Val d'Orcia leaves its wooded part and opens up to open and scenic landscapes typical of Tuscan postcards, where important films like Gladiator and The English Patient were shot. Arrival in Asciano. Dinner* and overnight stay.
  • Day 4: Asciano-Radda in Chianti 52 km (32 mi) / 1160 m D+ (3805 ft)
    52 kilometers but 1160 meters of difference in altitude, with 4 sectors and 25 km of dirt road, the first of which is Monte Sante Marie with truly challenging sections both uphill and downhill. The Monte Sante Marie sector is definitely the most iconic section of the Eroica, 11 km that take us from the Crete Senesi to Chianti and is also part of the famous professional race Strade Bianche and dedicated to a cycling legend like Fabian Cancellara for his three victories in this race that is now considered the sixth monument in the cycling world. Arrival in Radda in Chianti. Dinner* and overnight stay.
  • Day 5: Radda in Chianti-Siena 42 km (26 mi) / 680 m D+ (2231 ft)
    This is the easiest leg of the trip in terms of distance and elevation, with only 7 km (4 mi) of technically easy dirt roads and only one steeper descent just after the Brolio Castle. The route takes place entirely within the Chianti Classico region, where Sangiovese vineyards will accompany us all the way to the gates of Siena. The passage through Gaiole in Chianti, the starting and finishing village of the Eroica, has a strong value for the journey, where we look to the past for a new idea of cycling made of a taste for effort and an appreciation of beauty, the flavors of the territory. Arrival in Siena. Dinner* and overnight stay.
  • Day 6: Departure After breakfast, check-out

Accommodation level

TUSCANY TOP: The pinnacle of hospitality offered by Terra Eroica. A selection of historic residences, castles, and villas for a luxurious experience in perfect Tuscan style. Immersed in an atmosphere of history and tradition, you will enjoy comfortable and unique spaces, blooming gardens, and gourmet cuisine. TUSCANY TOP is the perfect choice if you are seeking excellence even during your Eroica experience. Siena: Hotel Battistero- Montalcino: Villa Le Prata– Asciano: Hotel La Pace- Radda: Borgo di Vescine

RURAL GLAM: A mix of rustic charm of farm stays and the elegance of residences in small towns. Savor local cuisine and fine wines in exclusive settings and immerse yourself in the beauty of the Tuscan countryside. Whether you stay in an ancient farmhouse or a refined residence in a small town, comfort and elegance are always guaranteed. RURAL GLAM is the ideal choice for an authentic and luxurious experience. Siena: Hotel Athena- Montalcino: Poggio Il Castellare – Asciano: Hotel La Pace- Radda Palazzo San Niccolò

VALUE FOR MONEY: The perfect solution if you are looking for the right balance between affordability and quality. Stay in comfortable and welcoming hotels, B&Bs, and farm stays, with attention to cleanliness and the quality of the services offered. You will be able to enjoy the beauty of Tuscany without compromising your travel budget. Comfort and relaxation are guaranteed. The ideal choice for an affordable yet always high-quality experience. Siena: Hotel Minerva- Montalcino: Hotel Dei Capitani – Asciano: Hotel La Pace- Radda Palazzo Leopoldo

Tour category

RING TOUR: The ring tour faithfully follows the permanent Eroica routes, with possible variations to reach the stopping points. It starts and ends in the same location, with daily stages and changes of accommodation at each stage. The organization takes care of luggage transport. The ring tour is a complete and adventurous cycling experience, with each stage planned to ensure a balance between distance and time available to enjoy places and experiences.


SELF-GUIDED: This formula involves traveling the itinerary in complete autonomy, by yourself. We will provide you with all the documentation and the Komoot app to guide you. We will give you all the necessary tools to plan your trip and guide you along the route, so that you can fully enjoy the experience.

Rider level

LEVEL 1 - E-BIKE EXPLORERThis level is perfect for cyclists who want to explore the white roads of Eroica comfortably. You will cover between 25 and 40 km per day with a elevation gain of 800-1500m (depending on the days and itinerary) using an e-bike. The assistance of the e-bike will allow you to enjoy the views without the need for excessive effort during climbs.

LEVEL 2 - CHIANTI CRUISERThis level is suitable for cyclists who want to explore the white roads of Eroica without facing long distances or challenging climbs, even with muscle bikes (gravel, mountain bike, road bike). You will cover a maximum of 30-40 km per day with an elevation gain of 800-1200m (depending on the days and itinerary) using a conventional bicycle. Take your time to enjoy the views, taste the Tuscan cuisine, and discover the hidden gems of this paradise place.

Dates and prices

on request
Self guided TUSCANY TOP Roundtrip, starting point Siena partenza da Siena
from € 1750,00
on request
Self guided RURAL GLAM Roundtrip, starting point Siena
from € 1300,00
on request
Self guided Value for money Roundtrip, starting point Siena
from € 1100,00
Listed periods don't fit? Ask for your own custom tour

What people say about us

Chianti landscape along Eroica route
Gravel / Mountain Bike, Eroica pure vintage style


I was alone, and cycling solo in those places is beautiful: you never get bored, just look up from the handlebars to realize that you are blessed and lucky to be there.

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Servizi per cicloturisti

Bike room videosorvegliata in struttura
Orari posti flessibili
Servizio transfer
Lavanderia gratuita
Guida cicloturistica
Noleggio bici
Officina per riparaz

Servizi hotel

Self check-in
Reception 24h
Wi-fi gratuito
Piscina outdoor
Centro benessere
Sala fitness
Ricarica auto elettriche

Servizi spa e wellness

Massaggi e trattameni
Wi-fi e bagno turco
Sauna finlandese

Servizi family

Piscina riservata ai bambini
Spa aperta ai bambini
Mini club/area giochi
Servizio baby-sitter
Disponibilità di biciclette
Baby menu



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