When 2024

Oct 3-7

Price 4* Hotel

€ 1880

Eroica bike

€ 150




Sunday Oct 6

From: 1,880


L’Eroica Gaiole Tour 2024

L’Eroica Gaiole Tour 2024 – guided private tours
5 days – 4 nights October 3 -7
Event date Sunday 06 OCTOBER 2024
This cycling trip is only for 6 persons or more we can fully customize a private group for the Eroica 2024 trip for up to 12 persons

The accommodation is the Castello di Fonterutoli wine resort in Castellina in Chianti – 4 nights in Wine Resort in Fonterutoli with breakfasts and dinners!

Vintage bikes for rent for the L’Eroica 2024 event in Gaiole 2024:  BOOK HERE

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Only need a bike for your cycling holiday in Tuscany? Check and  BOOK HERE

Guided Cycling Tour L’Eroica 2024

Gaiole is a small picturesque village right in the middle of the Chianti region. This beautiful village is situated between Florence and Siena. Every year on the first Sunday of October it seems that the time stops for a magic weekend and we all go back in time for the L’Eroica bicycle vintage event. The Eroica cycling trip in 2024 is a very special one. It includes many unique features and plenty of highlights! On these 5 days L’Eroica 2024 trip will be closed for only 12 persons, so book early. Do not forget that the Eroica is not a race, but the celebration of those who love cycling. The friendly professional staff will accompany you every day, guiding all transfers, whether by bicycle or minivan and taking care of every detail to make this short break unforgettable.

There will also be time for drinking local wines and tasting typical products. It is impossible to give up a good glass of Chianti or Brunello, or the delicious food based on the products from Siena. We will not exaggerate because we have to prepare for the Eroica. If anyone wants to live as an athlete, there is no problem: pasta with oil, white meat, and salad are available.

Cycling in Italy is great, especially in the beautiful regions of Tuscany and Chianti. Discover the peaceful countryside roads with very little traffic when we climb the rolling hills of Chianti. Don’t forget to visit the vintage bicycle stands during the L’Eroica Gran Fondo. Last but not least… you will cycle the Gran Fondo L’Eroica in Gaiole. The Gran Fondo L’Eroica is one of Italy’s most famous cycling events. On Sunday, October 6, 2024, you can choose the most suitable route.

This L’Eroica cycling Trip is magnificent! The highlights:

  • Guaranteed entry Gran Fondo Eroica 2024 in Gaiole Chianti
  • Enjoy cycling the rolling hills of Tuscany/Chianti
  • The long route of 212.5km – 207 km covers 3,700 meters of climbing meters
  • L’ Eroica is “a must-do cycle event”
  • Panoramic views from on your way through Chianti
  • Gaiole in Chianti is a quiet village between Florence & Siena
  • Fantastic scenery, perfect roads, and fine food
  • Italy is a road cycling paradise with “Strade Bianche”
  • Visiting the market of vintage bicycles in Gaiole in Chianti

There are 5 available routes in Eroica:

  1. Leisure Route (46km): This route lasts about 3 hours and it goes through the Castello di Brolio and Piniella. (Dif. +775m – Gravel: 31km)
  2. Black Rooster (81km): Through to allow everyone to enjoy the beauty of Chianti. (Dif. +1618m – Gravel: 34km)
  3. Short Route (106km): The first real taste of the Eroica Route. It lasts about 4 hours and goes through Radda in Chianti and the historic Ristoro di Lamole. (Dif. +1793m – Gravel: 59km)
  4. Medium Route – Crete Sensi (135km): Still a viable route for many cyclists, but that lasts up to 10/12 hours. The track goes through Buonconvento, Radi, and Castelnuovo Berardenga, other than the famous climb of Monte Sante Marie. (Dif. +2235m – Gravel: 73km)
  5. Long Route (212.5km): The true heroic route, that lasts 15 or more hours. It deeply immerges in the wonders of the Chianti region and the Siena surroundings. (Dif. +3891m – Gravel: 169km)
Day 1
Thursday Oct 3
Check-in at your 3* hotel  in Wine Resort in Fonterutoli with breakfasts and dinner Rooms are assigned, and then we can relax. At 5 pm we receive the bikes and make them ready for this adventure. Meeting with the team and friends and warm up on Chianti Road. The tour leader will explain the coming activities and itinerary. Welcome drinks and dinner will be provided. At 4 pm you receive the bikes. Dinner included.
Day 2
Friday Oct 4 Radda Circuit
In the morning, we go and discover the northern ring of the Eroica, which corresponds to the first and last part of the 209 km route. We cross the Chianti Classico area, its famous vineyards, and the high wooded hills. Breathtaking panoramas can be admired and excellent wines can be tasted from the last white road leading to Vertine through the vineyards and then to Gaiole (from which participants usually leave), up to the Brolio castle, which is a jewel of the lands of the Ricasoli family. We cover the last slope through the park of the sculptures in order to reach Vagliagli, before arriving at Radda along the last section of white roads. That is, in this case, the finish of our Eroica.
Day 3
Saturday Oct 5
Saturday, October 5th - Program of your choice to allow everyone to get ready for the event. The following activities are available and everyone can decide if they should take part in all or just one of them:
  • Cycling on Panzano in the Chianti circuit with one of our guides;
  • Relaxing in the spa of the hotel;
  • Visiting the market of vintage bicycles in Gaiole in Chianti and having the "goody bag" about Eroica.
Day 4
Sunday Oct 6
It has not dawned yet, but the great day has come. From 4 am to 5 am, we have breakfast, and then we move to Gaiole to start the race. The long routes start at 5 am (135 and 205); the other ones at 8.30 am. At 3 pm, after the prize-giving ceremony, we go back to the hotel and relax a few hours. At 8 pm, we have an abundant dinner based on delicious local food: pici, boar meat, cinta, and a lot of wine. A small party and a prize-giving ceremony follow. Eroica routes:
  • Leisure Route (46 Km): This route lasts about 3 hours and it goes through the Castello di Brolio and Pianella. Difference 755mt | Gravel 31km |
  • Black Rooster (81 Km): Thought to allow everyone to enjoy the beauties of Chianti. Difference mt. 1618 | Grazvel 34km |
  • Short route (106 Km): The first real taste at the Eroica route. It lasts about 4 hours, goes through Radda in Chianti and the hystoric Ristoro di Lamole. Difference mt. 1793 | Gravel 59km |
  • Medium route - Crete Senesi (135 Km): Still a viable rout for many cyclists, but that lasts uyp to 10/12 hours. The track goes through Buonconvento, Radi and Castelnuovo Berardenga, other then the famous climb of Monte Sante Marie. Difference 2235 mt | Gravel 73km |
  • Long route (212.5 Km): The true "heroic" route, that lasts even 15 or more hours. It deeply immerges in the wonders of the Chianti region and the Siena surroundings. Difference 3891 mt  | Gravel 169km |
Day 5
Unfortunately, it’s your last day! It’s time to say goodbye, a good flight back home, or else a pleasant stay in Italy. On request: transfers to the airports of Florence or Pisa

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Booking Information

  • Add your start date as October 3 and Fill out and submit the online booking request 
  • All prices are based on double rooms
  • For bookings and inquiries contact us at

Extra Information

  1. Fill out and submit the online booking request or send an email to
  2. We tend and try to send all over within 48 hours.
  3. Please do not make travel plans until you receive our confirmation.
  4. Please be advised that we make every effort to ensure that all the information given on this site is accurate. All statements and information have been researched and supplied by third parties.
  5. The information given is accurate and reliable, to the best of our knowledge. Should errors be found, we will rectify them as quickly as possible. However, we accept no responsibility for errors or inaccuracies.
  • 4 nights in Wine Resort in Fonterutoli with breakfasts and dinners
  • Registration for the Eroica
  • Guide throughout the stay and for bicycle excursions
  • Assistant/mechanic throughout the stay
  • Minivan support throughout the stay
  • Florence/Gaiole, transfer to and from the airport
  • Gaiole / hotel transfer on Saturday and the day of the race.
  • Airfares
  • Airport transfers to/from the hotel
  • All drinks & lunches
  • Guaranteed Entry-Fee for the Eroica €125
  • Single Supplement €280
  • Bike Rental €150 Vintage Eroica bicycle for the whole period
  • Discount for accompanying person  €200




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