Daily program

• Day 1: Welcome (36 km | 500 m elevation gain) – Stay at Torre alle Tolfe | Siena
  Begin your cycling holiday in Tuscany with a smooth transfer from the airport to your charming accommodation. Settle in and let our professional team adjust your bike for maximum comfort and performance. In the afternoon, enjoy a warm-up ride along sections of the legendary permanent L’Eroica route, where you’ll get your first taste of the iconic Strade Bianche and Tuscany’s rolling hills. End the day with a delicious welcome dinner, savoring local specialties and getting to know your fellow riders.
• Day 2: Chianti Ride (73 km | 1,300 m elevation gain) – Stay at Torre alle Tolfe | Siena
  Experience an unforgettable day riding through the heart of Chianti along the renowned L’Eroica route. Cycle past picturesque vineyards, olive groves, and charming towns such as Radda in Chianti and Gaiole in Chianti. Stop to admire the magnificent Castello di Brolio, a medieval fortress rich in history and surrounded by breathtaking hills. With challenging climbs, thrilling descents, and the timeless beauty of Tuscany, this stage is a dream for lovers of cycling and Italian culture.
• Day 3: Crete Senesi (56 km | 850 m elevation gain) – Stay at La Vecchia Olivera | Montalcino
  Set off from the historic city of Siena for an unforgettable journey along the iconic L’Eroica route. Ride through the captivating Crete Senesi, a region known for its rolling hills and almost lunar landscapes. Stop for a well-earned lunch in the picturesque village of Buonconvento, savoring the authentic flavors of Tuscan cuisine. Continue towards the hilltop town of Montalcino, famous for its spectacular views and world-renowned Brunello wine. This stage perfectly blends rewarding cycling, stunning landscapes, and genuine local culture.
• Day 4: Pienza (57 km | 1,000 m elevation gain) – Stay at La Vecchia Olivera | Montalcino
  Embark on an epic day of cycling through the enchanting landscapes of Montalcino, Pienza, and San Giovanni d’Asso. Follow some of the finest Strade Bianche in Tuscany, guided by an expert who will lead you through cypress-lined hills, medieval villages, and the iconic scenery of the Val d’Orcia. After a day filled with adventure, celebrate the journey with a festive farewell dinner, enjoying Tuscan cuisine and sharing memories with your travel companions — the perfect finale to an unforgettable cycling holiday.
• Day 5: Farewell! (No ride today) – Departure
  All good things come to an end. Enjoy a relaxed breakfast, sharing stories of your unforgettable experiences and the completion of the permanent L’Eroica route. Our team will ensure a smooth transfer to your next destination, leaving you with memories to last a lifetime.

Accommodation level

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

Formula

GUIDED: You will have an expert cycling guide at your disposal: They will accompany you throughout the route, providing you with detailed information about the area and the history of Eroica's roads. You can enjoy the journey in complete peace of mind, without worrying about planning the itinerary or facing the most challenging climbs alone.  

Rider level

LIVELLO 3 / Eroica Challenger: For cyclists who love challenges and want to relive the original Eroica experience on a vintage or muscle bike. You will cover a maximum of 40-50 km per day with an elevation gain of 1000-2000m (depending on the days and itinerary). Get ready to pedal on challenging roads and experience the thrill like the cyclists of the past.