Tuscany Bike Tour and L'Eroica 2021

  8 days/7 nights


€ 1980,00


  Active rider

Spend a week in Tuscany, cycling rolling hills, enjoy food, and wine: from the Val d'Orcia UNESCO protected site, via Crete Senesi and Chianti area, visiting some of the most enchanting towns like Pienza, Montalcino and Siena.
This itinerary will be a special combination of the classic Heart of Tuscany enriched by some spectacular rides, taste the typical tuscan dishes and world famous wines like Brunello di Montalcino and Chianti.

Day after day, pedaling among olive groves and vineyards, you’ll be immersed into the spirit of L'Eroica vintage cycling event, where people from all over the world come to Gaiole to ride the gravel roads of Tuscany and seek out the authentic roots of this fantastic sport, with its great, popular heart, and rediscover the beauty of fatigue and the thrill of conquest.

Ride L'Eroica, the world's greatest vintage event
- Learn the secret of Tuscan lifestyle, taste local food and good wines 
- Discover the UNESCO World Heritage Sites of Val d’Orcia and Siena
- Ride the Crete Senesi and Chianti wine region, the most beautiful rides in Tuscany

DURATION: 8 days/7 nights


WHERE: Val d'Orcia - Crete Senesi - Chianti

WHEN: from 27 September to 4 October 2021



27 September 2021 - Benvenuti in Toscana

Individual arrival at Villa Curina Resort, located deep in the peaceful countryside surrounded by rolling Chianti hills and only a few kilometres from Siena.
Check-in into your room and welcome aperitif to introduce the Tuscany Bike Tour and L'Eroica week.

Dinner and accommodation in hotel.


28 September 2021 - Eroica route and Montalcino

64 km - Elevation gain 1230 meters

First stage to discover the south part of the Eroica route - Ride the typical segment of gravel road located between “Colle Malamerenda” and Radi, deep in the gentle hills of Siena, studded of farmhouses, medieval villages - Cross the Via Francigena piligrims road - The village of Vescovado di Murlo, the final point of the easiest segment of this stage - Lunch in Buonconvento, one of the most beautiful villages in Italy - After the medieval village of Buonconvento you'll ride a long uphill to reach the medieval village of Montalcino, over the beautiful and panoramic lands of the Brunello of Montalcino - Wine tour and tasting in a Brunello winery - Montalcino, also famous for olive oil and honey, it’s a nice village perfect for a walk in the town center, even to admire the panorama opening over the Val d'Orcia region.

Dinner in typical restaurant and accommodation at Hotel Dei Capitani.


29 September 2021 - Sant'Antimo Abbey and Val d'Orcia region

53 km – Elevation gain: 1170 meters

Beautiful stage that will lead you to the Val d'Orcia, one of the most beautiful place in Tuscany and UNESCO world heritage site - Before to leave the Brunello region we'll visit the Abbey of Sant’Antimo, one of the most beautiful romanic church in Italy - Climbing towards Castiglione d’Orcia and Rocca d’Orcia, the beautiful landscapes will compensate the challenging ascent - Bagno Vignoni, Bagno Vignoni, a small medieval village developed around its hot springs that were used by the Romans centuries before - San Quirico d'Orcia, nice medieval villages on the way to Pienza - Visit of Pienza, the "ideal" city of the Renaissance time, also famous for its Pecorino cheese.

Dinner in local restaurant and accommodation at Relais Il Chiostro di Pienza.


30 September 2021 - Crete Senesi region

56 km – Elevation gain: 730 meters

An unforgettable ride surrounded by the views of the Crete Senesi to the edge of the Chianti - The Crete Senesi region, where badlands and biancane characterize the landscape in this part of Tuscany - A short break at Asciano with its churches and museums - Lunch and wine tour and tasting in a Chianti winery located at Castelnuovo Berardenga before to come back at Villa Curina.

Dinner and accommodation at Villa Curina Resort.


1 October 2021 - Siena, Monteriggioni and Castellina in Chianti

60 km - Elevation gain: 1100 meters

The passage in Siena, with its medieval city center, the Duomo and Piazza del Campo - The Montagnola Senese, riding through woods and crossing the Via Francigena pilgrimage route - Monteriggioni, known throughout the world for its extraordinary well-preserved old town and walls - Climbing up to direction Chianti region and Castellina in Chianti - Lunch and wine tour and tasting in a winery along the route.
After the wine tasting and lunch, back to Villa Curina with our van.

Delivery of the Eroica packages and dinner in hotel.


2 October 2021 - Road to Gaiole in Chianti

Tour loop to discover part of the Eroica route to Gaiole in Chianti, during the ride you can improve your confidence with the vintage bike, also on the gravel roads - Visit of the Eroica festival and vintage market - Lunch along the road and back to Villa Curina.

Participation to the Cena degli Eroici in Gaiole in Chianti last event before the ride!


3 October 2021 - L'Eroica

Early wake up early private transportation to Gaiole in Chianti to participate at the 2021 edition of L’Eroica - You can choose between different routes: 209 km, 135 km, 106 km, 81 km, 46 km.

At the end of the race pasta party and private transportation back to the hotel fot the final dinner.


4 October 2021 - Arrivederci

Breakfast and individual departures.

Airport or train station transfer available on request with extra charge.

  • 7 Nights stay with breakfast
  • 6 Dinners, drinks not included
  • 1 “Cena degli Eroici” in Gaiole in Chianti
  • Light lunch, wine tasting and lunches included day by day
  • Baggage transportation between the hotels
  • Maps and information for your daily stage
  • Van support each day with water and fruits
  • Transfer from/to Gaiole in Chianti the day of L’Eroica
  • Expert bike guide 
  • Guaranteed registration to L’Eroica 2021 (medical certificate mandatory)
  • Eroica race package and souvenir
  • Delivery of the race package in your room
  • Wool bike jersey of Anima Toscana
  • Tourist city tax
  • Drinks
  • Medical insurance
  • Medical insurance
  • Eroica registration discount for non-cyclist
  • Medical/baggage insurance
  • Bike rental: carbon road bike, vintage bike
  • Flights
  • Activities for non-cyclist (cooking class, truffle hunting, guided tours, horse back riding, trekking and more)
  • Private transfer: airport, train station or other hotels
1980,00 € 
*Tour and prices guaranteed with a minimum of participants.
Little sixteenth century village full of history and fascination, where a refined holiday full of charm awaits you. Elegant rooms, a staff always at your disposal, a restaurant with local and avant-guarde cuisine but always respectful of Tuscan tradition.
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Hotel 3 stars located in the old town center of Montalcino. The rooms at the back afford a splendid view, taking in the Val d'Orcia and the Val d'Arbia.
Opening out onto this backdrop is a large, panoramic garden, where a swimming pool has been created to resemble a medieval fountain. In the remaining rooms, some of which are laid out on two levels, you can breathe in the typical atmosphere of an ancient Tuscan village.
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The Relais Chiostro di Pienza is a former Franciscan Convent dating back to the 13th century, located in an enviable position, in the center of the magnificent hamlet of Pienza, in the heart of the Val d’Orcia.
The Relais, in addition, the charm of antiquity and history which has literally “passed” through its rooms, hides a wonderful surprise: the panoramic terrace with garden set in the romantic Sienese hills.
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Price per person