L’Eroica Experience

Epic Adventures on Two Wheels – L'Eroica Cycling Holidays

Embark on a cycling holiday like no other by riding the legendary L’Eroica percorso permanente, a route steeped in charm and tradition. Relive the golden age of cycling on stunning white gravel roads through Tuscany’s rolling hills, while enjoying the finest gourmet experiences along the way. Savour authentic local cuisine and world-renowned wines, all paired with impeccable, high-quality service from a team dedicated to making your journey unforgettable. It’s the perfect blend of adventure, culture, and indulgence for cycling enthusiasts.

  • START LINE: Siena
  • FINISH LINE: Montalcino
  • TOTAL DISTANCE: 222 km
  • TOTAL ASCENT: 3650 m
Guided L'Eroica route rides
Olive oil tasting
Stunning hotels
Wine tasting
Mechanical support
Transfers
  • Activity level: ⬤⬤⬤⬤ LEVEL 4 – Esperto.
    - Cycling is part of my daily thoughts.
    - I can’t get the Italian mountains and countryside out of my mind.
    - If I could, I would move to Italy and cycle every day and drink coffee.
    - Do wheelies all the time.
  • Duration: 5 days | 4 nights
  • Dates: 13 - 17 Mar | 20 - 24 Mar | 27 - 31 Mar | 03 - 07 Apr | 10 - 14 Apr | 17 - 21 Apr | 24 - 28 Apr | 01 - 05 May | 08 - 12 May | 15 - 19 May | 22 - 26 May | 29 May - 02 Jun | 05 - 09 Jun | 12 - 16 Jun | 19 - 23 Jun | 26 - 30 Jun| 03 - 07 Jul | 10 - 14 Jul | 17 - 21 Jul | 24 - 28 Jul | 31 Jul - 04 Aug | 07 - 11 Aug | 14 - 18 Aug | 21 - 25 Aug | 28 Aug - 01 Sep | 04 - 08 Sep | 11 - 15 Sep | 18 - 22 Sep | 25 - 29 Sep | 02 - 06 Oct | 09 - 13 Oct | 16 - 20 Oct | 23 - 27 Oct | 30 Oct - 03 Nov
  • Price from: €1699
  • Single supplement €249
  • Room upgrade available: Yes
Book Now

 

The Perfect Holiday

Is this what I’m looking for?  

  • Are you wanting to enjoy a piece of Italian cycling culture?
  • Have you been searching for a holiday that combines great riding and great cusine?
  • Do you want challenging riding, but also wonderful off-bike activities?
  • Are you passionate about bikes and everything Italy?

Magical & Unforgettable

What to look forward to….

  • Nothing beats being there! Be the envy of your cycling friends.
  • Challenge yourself on the beautiful gravel and road routes.
  • Enjoy olive oil tasting and Tuscan wines.
  • Visit the beautiful medieval town of Siena.
  • Let our world-class staff take the hassle out of your holiday.


Stages of your Tour

  1. Benvenuto

    36 km | 500 m climb

    Welcome to Italy Bike Tours!

    Begin your Tuscany cycling holiday with a seamless transfer from the airport to your charming accommodation. Once settled, our professional team will ensure your bike is perfectly fitted for comfort and performance. In the afternoon, enjoy a relaxed welcome ride along sections of the iconic L’Eroica percorso permanente (permanent course), offering a taste of the stunning Tuscan landscapes and legendary white gravel roads. Cap off the day with a delicious welcome dinner, where you’ll connect with fellow cyclists and savour local culinary delights.


    Torre alle Tolfe | Siena

  2. Chianti Loop

    73 km | 1300 m Climb

    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.

    Torre alle Tolfe | Siena

  3. Crete senesi

    56 km | 850 m climb

    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 flavours. 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.

    La Vecchia Olivera | Montalcino

  4. pienza

    57 km | 1000 m climb

    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.


    La Vecchia Olivera | Montalcino

  5. Arrivederci!

    no ride today

    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 percorso permanente our staff will get you where you need to be for your onward travel.

    Home



What’s included?

  • 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

What’s 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
 
 

Still Undecided?

Here is what our clients say about us………

I wish I could give Italy Bike Tours six stars. They are by far the best tour company I've been with. Our custom Tuscany/Strade Bianche/Lake Iseo tour was amazing and the guides and staff, John, Chris, Sylvia, Albi, Matt and Matteo, ensured our trip was seamless!

Travis | Strade Bianche Private tour

Bike Hire

Colnago V3 - the perfect road bike to hire on our more challenging cycling holidays. As you’d expect it’s lightweight, aerodynamic with great handling.

Colnago G4-X - one of the finest gravel bikes in the world from one of the most famous and respected brands in the world. A dream to ride on the gravel and the road!

Guerciotti Brera Touring ION - the ideal bike for guests looking for a little assistance when riding. The flat handle bars perfect for clients looking for maximum comfort.

Guerciotti Navir ION - loved by clients that enjoy the challenge of riding some of our more challenging tours. Assisted road bikes are a real ‘game changer’.

 
X

COLNAGO V3

COMPONENTS:

  • Shimano 105 12 Speed Di2 Drivetrain (50/34 Chainset and 11-34 Cassette)
  • Fulcrum Racing 600 Wheelset
  • Pirelli P7 Sport 28mm Tyres
  • Shimano 105 Hydraulic Disc Brakes (160mm rotors)
  • Selle Italia Novus Boost Evo Flow saddle
  • (Sizes: XXS(42S), XS(45S), S(48S), M(50S), L(52S), XL(54S), XXL(56S), XXXL(58S))
X

COLNAGO G4-X

COMPONENTS:

  • Shimano GRX 822 1x - 42T 1x Chainset, 12 Speed 10-51T Cassette
  • Fulcrum Rapid Red 900 Wheelset
  • Shimano GRX Hydraulic Disc Brakes (160mm rotors)
  • Prologo Kappa BK saddle
  • Sizes: 46s - 58s
X

GUERCIOTTI BRERA TOURING ION

COMPONENTS:

  • SRAM NX Mechanical 1 x 11 Speed Drivetrain (40T Chainset and 11-42T Cassette) URSUS Orion Disc Wheelset
  • Challenge Gravel Grinder 42mm Tyres
  • SRAM Guide Rival Hydraulic Levers and SRAM Rival Caliper Disc Brakes (160mm rotors)
  • Electric Polini E-P3 250 watt motor, with 70 N/m maximum torque
  • 500 wh battery with 220 km range in assist mode
  • DPV Touring saddle
  • (Sizes: S, M)

The nuts and Bolts

Useful information about your holiday

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 staff 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 on 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 hotels have 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 our L'Eroica Experience package even more special. We therefore 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 weather in Tuscany is be perfect for riding. Our experienced guides will amend rides, routes and timings to ensure you are riding in safe and sunny conditions. Autumn and spring are great times to ride if you prefer the cooler temperatures.

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.

 

Your Stay

TORRE ALLE TOLFE | SIENA

LA VECCHIA OLIVERA | MONTALCINO

 

 

Get In Touch

If you would prefer to give us a call and talk cycling and Italy please WhatsApp us on the number below and we will arrange a call back.

ITA: +39 320 638 4713

Or you can chat to us online also by clicking the button at bottom right of page.

Drop us a direct email to info@italybiketours.com