L'Eroica

Classic L’Eroica weekend

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

Eroica pure vintage style, Roadbike

Diffculty level

★ ★ ★

Total distance & elevation

351 km / 4210 m D+

Price from

1.899,00

Gaiole in Chianti

 A cycling holiday centered around L’Eroica in Gaiole in Chianti is the perfect opportunity to immerse yourself in the heart of Italian cycling culture.

Ride through the picturesque Tuscan countryside on the legendary "strade bianche" (white gravel roads), just as the cycling greats did during the golden age of the sport. This is not just a race—it’s a celebration of history, tradition, and passion. Challenge yourself on routes ranging from 46 to over 200 km, stopping at rest points to savor traditional Tuscan delicacies like pici pasta, olive oil, and fine wine.

Magical and unforgettable moments await. Experience the thrill of riding pre-1987 steel-frame bikes while dressed in classic wool jerseys, capturing the nostalgia of vintage cycling. Stay in luxurious accommodations, including historic Italian castles, and enjoy exclusive vineyard tours and olive oil tastings. Step back in time with this extraordinary journey that blends challenging cycling, breathtaking landscapes, and the best of Italian hospitality. Be part of a tradition that every cycling enthusiast dreams of—L’Eroica.

Included

Package includes:

  • 4 nights 4* accommodation
  • All breakfasts
  • 3 dinners
  • Airport transfers
  • Entry L'Eroica
  • Olive oil tasting
  • Wine tasting and wineyard tour
  • Ex pro guided & supported rides
  • IBT vintage jersey
  • City taxes

OPZIONI


Not included

  • Travel Insurance (must be purchased before the tour)
  • Flights
  • Vintage bike hire
  • Vintage Helmet
  • 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 4 days of cycling.

  • Day 1: Benvenuto (20 km | Rolling) - stay Castello di Tornano | Gaiole in Chianti
    The first day of our L’Eroica cycling holiday begins with a smooth transfer from the airport to Gaiole in Chianti, where the rolling hills of Tuscany await. After settling in, our mechanic will help you with a professional fitting to ensure every rider is perfectly set up for the days ahead. Once the bikes are adjusted, we embark on a short, scenic ride through the Chianti countryside, offering a perfect opportunity to test the bikes and enjoy the stunning landscapes before the adventure truly begins. It’s a relaxed start, setting the tone for the exciting days to come.
  • Day 2: Chianti Loop (55 km | 860 m climb) - stay Castello di Tornano | Gaiole in Chianti 
    Today’s ride takes us through the picturesque hills of Chianti on vintage bikes, embracing the spirit of L’Eroica. We cycle through winding roads, surrounded by vineyards and olive groves, until we reach the charming town of Castellina in Chianti. Here, we pause for a well-deserved coffee in the town square, soaking in the medieval atmosphere. After a leisurely break, we continue our ride to a stunning vineyard, where we enjoy a delicious lunch paired with local wines. Refreshed and recharged, we then pedal back through the Tuscan landscape, with the afternoon sun casting a golden glow over the rolling hills.
  • Day 3: Coffee Ride (28 km | Rolling) - stay Castello di Tornano | Gaiole in Chianti
    The day before L’Eroica kicks off, we enjoy a relaxed morning with a leisurely coffee ride through the scenic Tuscan countryside. The cool morning air and quiet roads set the perfect tone for a gentle spin, soaking in the beauty of rolling hills and vineyards. In the afternoon, we visit a local agriturismo, where we experience the authentic flavors of Tuscany. The highlight is a guided olive oil tasting, where we sample some of the region’s finest oils, learning about the harvest and production process. It’s a tranquil, indulgent day, a perfect way to prepare for the adventure that lies ahead.
  • Day 4: Eroica Day (209 km | 3700 m climb - long course / 132 km | 2200 m climb - medium course) - stay Castello di Tornano | Gaiole in Chianti
    On L’Eroica day, we rise early to the sound of the countryside awakening, ready for an unforgettable adventure. The gravel roads beckon, and we set off on a unique route, winding through the hills of Chianti, each turn revealing a new, breathtaking vista. Along the way, we make a stop at a traditional food station, where local delicacies like crusty bread, cured meats, and pecorino cheese give us the energy to power through. The charm of L’Eroica lies not only in the challenge of the ride but in the unforgettable experience of cycling through a living, timeless landscape, where every kilometre feels like a step back in history.
  • Day 5: Arrivederci! (No ride today) - Home
    All good things must come to an end, and after a relaxing breakfast chatting through the experiences of the weekend and the completion of the L’Eroica, our staff will get you where you need to be for onward travel. You’ll leave with unforgettable memories of this unique adventure.

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.

More info / FAQ

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Where to meet
Please arrange to meet us at Florence Airport at 12:00 or your agreed meeting location. 24 hours before meeting we will contact you via WhatsApp to confirm the name of the staff member meeting you. Alternative transfers can be arranged but will incur a cost.

Drop off location
Following the conclusion of the tour we will assist you with planning and booking of onward travel. We will run one transfer to Florence airport or train station leaving in the late morning after breakfast.

Transfer time
Please consider eating lunch before we collect you from Florence. The transfer time from the airport to the hotel is 1 hour.

Riding in Tuscany
Riding in Tuscany is a dream come true for cyclists, with its rolling hills, charming villages, and winding gravel roads. Every turn reveals breathtaking landscapes of vineyards, olive groves, and historic towns, offering a perfect blend of adventure and beauty.

Cuisine
Tuscany’s cuisine is a celebration of simple, high-quality ingredients, with bold flavours and rustic charm. From rich olive oils and hearty breads to fresh pasta, succulent meats, and local cheeses, each dish reflects the region's deep connection to the land. Meals are often accompanied by world-renowned wines, making every bite a true taste of Tuscany’s culinary heritage.

Hotel facilities
The hotel has outdoor swimming pools a lovely bar area to enjoy an afternoon aperativo. Hotels may charge extra for the use of these facilities.

Private tours & groups
You may wish to make your tour even more special, we welcome the opportunity to discuss with you a private tour should you be in a group of more than four people. The private tour allows you to choose dates and personalise the itinerary according to your requirements.

Weather
The October weather in Tuscany should be perfect for riding. Our experienced guides will amend rides, routes and timings to ensure you are riding in safe and hopefully sunny conditions.

What happens next
Are you thinking about joining us? You probably have some questions! There are a number of ways to contact us, email is best, we will reply within 24 hours. You can also find a contact form at the bottom of this page.

Dates and prices

02 - 06 October 2025
Group guided Single supplement €499 / Room upgrade available: Yes
from € 1899
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.

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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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