EROICA MONTALCINO

L'Eroica Experience

by

ITB Italy Bike Tours

A Lake Iseo-based tour operator specializing in bespoke cycling holidays in Italy. An official partner of Terra Eroica, the Giro d’Italia, Strade Bianche, and Maratona dles Dolomites, offering experiences that blend cycling, culture, and gastronomy, catering to riders of all levels.

Trip duration

5 days, 4 nights, 4 days biking

Accommodation level

RURAL GLAM

Formula

Group guided

Trip style

E-bike ready, Gravel, Roadbike

Diffculty level

★ ★ ★

Total distance & elevation

222 km / 3650 m D+

Price from

1.699,00

from Siena to Montalcino 

Embark on a once-in-a-lifetime cycling journey along the legendary L’Eroica permanent route, a path rich in history, charm, and tradition. Ride through Tuscany’s iconic white gravel roads, winding through picturesque rolling hills and breathtaking landscapes that evoke the golden age of cycling.

Along the way, immerse yourself in the finest Tuscan gastronomy, savoring authentic local cuisine and world-renowned wines. This unparalleled experience is enhanced by top-notch service from a dedicated team, ensuring every detail of your journey is unforgettable. Perfect for cycling enthusiasts, it’s a seamless blend of adventure, culture, and indulgence.

Imagine a cycling holiday that blends the essence of Italian cycling culture with breathtaking landscapes, exceptional gastronomy, and challenging yet rewarding rides. This is not just a trip; it’s an immersion into the heart of Tuscany, where every pedal stroke brings you closer to the region’s rich traditions and charm. Ride stunning gravel and road routes, visit iconic medieval towns like Siena, and indulge in olive oil tastings paired with world-renowned Tuscan wines. Whether you’re passionate about bikes, Italian culture, or simply looking for a holiday that offers the perfect mix of adventure and relaxation, this journey will leave you inspired and refreshed. With our expert team managing every detail, all you need to do is enjoy every magical and unforgettable moment.

Included

Package includes:

  • 4 nights in 3* and 4* accommodation
  • All breakfasts
  • 3 dinners
  • Airport transfers
  • Ride L'Eroica route
  • Olive oil tasting
  • Wine tasting and vineyard tour
  • Ex pro guided & supported rides
  • IBT jersey and water bottle
  • City taxes

OPZIONI

Not included

  • Travel Insurance (must be purchased before the tour)
  • Flights
  • Bike hire
  • Lunches
  • All beverages at meal times Beverages at mealtimes (water and coffee are complimentary during meals that are included in the package)
  • Tips and gratuities

Daily program

The complete program consists of 5 days, 4 nights, and 3 days of cycling.

  • Day 1: Benvenuto (36 km | 500 m climb) - stay Torre alle Tolfe | Siena
    Begin your Tuscany cycling holiday with a seamless transfer from the airport to your charming accommodation. Settle in, and let our professional team ensure your bike is perfectly adjusted for maximum comfort and performance. In the afternoon, take a relaxed welcome ride along segments of the legendary L’Eroica permanent course, where you’ll get your first taste of Tuscany’s iconic white gravel roads and rolling landscapes. The day ends with a delightful welcome dinner featuring local specialties, where you’ll connect with fellow riders and immerse yourself in the Tuscan atmosphere.
  • Day 2: Chianti Loop (73 km | 1300 m climb) - stay Torre alle Tolfe | Siena
    Experience a breathtaking day of cycling through the heart of Chianti along the iconic L’Eroica route. Pedal through picturesque vineyards and olive groves as you explore charming towns like Radda in Chianti and Gaiole in Chianti. Stop to admire the historic Castello di Brolio, a stunning medieval castle surrounded by rolling hills and rich history. This unforgettable ride combines challenging climbs, rewarding descents, and the timeless beauty of Tuscany, making it a perfect day for cycling enthusiasts and lovers of Italian culture.
  • Day 3: Crete Senesi (56 km | 850 m climb) - stay La Vecchia Olivera | Montalcino
    Set out from the historic city of Siena for an unforgettable day of cycling through the iconic L’Eroica route. Ride across the breathtaking Crete Senesi, with its dramatic rolling hills and lunar-like landscapes, before arriving in the charming village of Buonconvento for a well-earned lunch featuring local Tuscan flavors. Continue your journey towards the hilltop town of Montalcino, famous for its stunning views and world-renowned Brunello wine. It’s a perfect blend of challenging cycling, picturesque scenery, and authentic Italian culture.
  • Day 4: Pienza (57 km | 1000 m climb) - stay La Vecchia Olivera | Montalcino
    Spend an unforgettable day cycling through the enchanting landscapes around Montalcino, Pienza, and San Giovanni d’Asso, following some of the best gravel roads Tuscany has to offer. Guided by an expert, you’ll ride past cypress-lined hills, medieval villages, and the iconic Val d’Orcia vistas. After a day of adventure, celebrate your journey with a festive final dinner, enjoying exquisite local cuisine and sharing memories with your fellow cyclists, toasting to the perfect end of an epic Tuscan cycling holiday.
  • Day 5: Arrivederci! (No ride today) - Home
    All good things must come to an end. Enjoy a leisurely breakfast, sharing stories of your unforgettable experiences and the completion of the L’Eroica permanent route. Our team will ensure you have a smooth transfer to your onward destination, leaving you with memories that will last a lifetime.

Accommodation level

RURAL GLAM: Ville Boutique e Agriturismi, hotels have outdoor swimming pools a lovely bar area to enjoy an afternoon aperativo. Hotels may charge extra for the use of these facilities.

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

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.

Dates and prices

from March to November
Group guided Single supplement €249 / Room upgrade available: Yes
from € 1699
Listed periods don't fit? Ask for your own custom tour

What people say about us

Chianti landscape along Eroica route
Gravel, Eroica pure vintage style

INTIMATE EROICA, CYCLING SOLO IN THE MOST BEAUTIFUL PLACE IN THE WORLD!

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.

Read the story

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Thank you

THANK YOU "EROICO"

Your request has been successfully submitted, we will reply to you as soon as possible. A copy of your message has been sent from eroica@c-way.it to your email address.

Terra Eroica & C-Way staff

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