Eroica Montalcino
Celebrate the heritage of cycling while exploring Tuscany’s iconic Strade Bianche.
A ride through rolling hills, white roads, and timeless Italian charm.
the timeless thrill of vintage cycling through Tuscany’s legendary roads
This isn’t just a ride - it’s a journey through time, beauty, and passion. Discover the soul of Tuscany on the legendary roads of Eroica Montalcino in this thrilling self-guided tour. Feel the crunch of the Strade Bianche beneath your wheels as you explore the Val d’Orcia, one of Italy’s most breathtaking landscapes. Every turn reveals a postcard view: rolling vineyards, silvery olive groves, and hilltop villages where time seems to stand still.
Whether you’re here to soak in Tuscany’s stunning scenery or to chase your love of cycling, Eroica Montalcino lets you live the true spirit of the sport’s golden age. It’s a celebration of courage, endurance, and the simple joy of the open road - an unforgettable tribute to one of Tuscany’s most exhilarating cycling experiences.
And when the ride ends, there’s no better way to toast the day than with a glass of Brunello di Montalcino, savoring the local flavors that make this land so irresistible. Tuscany is waiting - ready to capture your heart and your senses.
Official L'Eroica Tour Operator
Wine Tasting
Superb Hotels
Eroica Montalcino Route
Non-Riders Welcome
Transfers
Guest Reviews
An epic, and for me super challenging week cycling non elec bikes over the rolling Tuscan hills! Matteo is an excellent and patient guide aided by Andrea on water van duty. Great company, super food and left feeling super satisfied on this our second tour. Looking forward to next year!
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The guys are super pros, I felt really safe at all times during the trip. John and Ivan made us feel comfortable 100% of the time, always knew the way, alternative routes, where to take us and where to stop, how difficult it would be day by day, so it was amazing. They also let us pretty relaxed to take our time and enjoy the ride. I definitely want to come back!!
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10 out of 10. There is nothing to fault. Great to eat local food and drink local wine, the accommodation was always good, the scenery was picture postcard beautiful and our guides, Fausto, Giovanni and Carlo were amazing. Always cheerful and nothing was too much trouble Thank you for a wonderful experience. I highly recommend this tour.
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I successfully completed this IBT tour, which more than exceeded its name. I loved it! I was very apprehensive on my first day, but hey!, it turned out I was a natural. The route was amazing, the scenery dreamlike, the organization seamless. But the biggest accolade goes to Fausto, Giovanni, and Carlo - the BEST guides ever! Ciao Marianne
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This e-bike tour was an adventure of a lifetime. Our tour director and all our hosts and guides were wonderful and well organized. Almost 400km of Tuscan hills that were challenging at times, but every stop and town were wonderful to visit. We would not have seen Italy in the same way, if it weren’t for the bikes. What a fun group to travel with! I’ll cherish these memories for a long time.
Read moreIn the Saddle
WHAT TO LOOK FORWARD to on-bike
- Ride the legendary Strade Bianche and the permanent L’Eroica route.
- Chianti Loop Challenge - stunning vineyards, olive groves, and medieval castles.
- Cycle through the lunar-like landscapes of the Crete Senesi.
- Explore one of the most photogenic roads in Val d’Orcia.
- Glide Down Tuscany’s Epic Hills.
beyond the ride
What to look forward to off-bike
- Savor world-renowned Brunello di Montalcino.
- Visit medieval towns including Radda, Gaiole, and Buonconvento.
- Take in the iconic rolling hills, olive groves, cypress-lined roads, and postcard-perfect views.
- Enjoy luxurious accommodation and the warm Tuscany hospitality.
- Taste the best of Tuscan cuisine!
Itinerary
35 km | 600 m
After picking you up at Florence Airport, you will settle into your charming Tuscan base. Stretch your legs on a gentle 35 km loop in the afternoon, breathing in the rolling hills and golden light of your first Tuscan afternoon.
Hotel Salivolpi | Castellina in Chianti
500 km | 800 m
Today, you’ll pedal through rolling vineyards, sun-dappled olive groves, and storybook villages, pausing to soak in the medieval charm of Monteriggioni—it’s like stepping back in time, with every corner revealing a new piece of Tuscany’s timeless beauty.
Hotel Salivolpi | Castellina in Chianti
65 km | 700 m
Cycle through the heart of Tuscany’s countryside toward San Quirico, where every hilltop reveals a postcard-perfect view. Pause in charming villages, savor local treats, and let the rolling hills and cypress-lined roads surround you.
Wellness Center Casanova | San Quirico d'Orcia
53 km | 2930 m
The big day is here! Tackle the legendary L’Eroica route. Gravel roads, historic villages, and sweeping vistas make this a ride you’ll remember forever.
Wellness Center Casanova | San Quirico d'Orcia
After breakfast, take a moment to reflect on your Tuscan adventure before we send you on your onward journey - with memories, photos, and a full heart.
Dates & Prices
| Dates | Price | Availability | ||
|---|---|---|---|---|
| Thurs 28 May - Mon 01 Jun | From €1699 |
|
Ridley Bikes & Gear
Ridley ASTR GRX600 – Explore epic landscapes! Lightweight, responsive, and adventure-ready. Perfect for gravel, touring, and thrill seekers.
Vintage Bike – A beautifully crafted vintage bike, made to embrace the white roads of Tuscany and ride in the timeless spirit of Eroica Montalcino.
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))
3T ULTRA
COMPONENTS:
- Shimano GRX 822 1x - 40T 1x Chainset, 12 Speed 10-51T Cassette
- Fulcrum Rapid Red 900 Wheelset
- Shimano GRX Hydraulic Disc Brakes (160mm rotors)
- Selle Italia Model X Superflow
- Sizes: 48 - 61
The nuts and Bolts
What's Included?
- 5 nights' 3* or 4* accommodation
- Transfers (from specified airport/train location)
- All breakfasts
- 2 dinners
- Ride L'Eroica Montalcino Route
- Vineyard tour and wine tasting
- Water and coffee are complimentary during meals that are included in the package
- Experienced team of local professionals
- GPX Routes
- Van and mechanical support with snacks and water
- Bike cleaning service
- IBT cycling jersey
- IBT water bottle
- City taxes
What's Not Included?
- Travel insurance (must be purchased before the tour)
- Flights
- Bike hire
- Beverages
- Lunches
- Nutrition
- Tips and gratuities
- Guided rides (optional on request)
At a Glance
- Level: Perfect for fit cycling enthusiasts.
- Total Kilometres: Over 300 km (186 miles) of scenic cycling.
- When: 28th May - 1st June 2026.
- Start: The journey begins at Florence Train Station.
- Finish: The tour concludes in Val d'Orcia. A transfer to Firenze Train Station will be arranged in the morning.
- Nearest Airport: We recommend Florence.
- Top Tip: Ride your vintage bike like a hero from cycling’s golden age - Tuscan hills approve!
- Average Age of Guest: Average age 50, but everyone rides with passion and a sense of adventure.
- Male vs Female %: Roughly balanced with a slight male majority.
| Where to Meet |
Please arrange to meet us at Florence Train Station (Santa Maria Novella) at 2pm on Day 1. We will contact you via WhatsApp in the days leading up to the start of your tour to confirm your transfer and the name of the staff member collecting you. |
|---|---|
| Drop off Location |
We can assist you with planning and booking of onward travel following the conclusion of your tour. We will run one transfer to Florence Train Station, leaving the hotel at 10.30am. For alternative destinations or departure times, please contact us at alberto@italybiketours.com |
| Transfer Time |
The transfer time from Florence to the first hotel is approximately 50 minutes on Day 1. Transfer from San Quirico to Florence Train Station is around 1h45 on Day 5. |
| Road conditions |
The roads in Tuscany are generally in good condition, especially on main roads. You will ride on the iconic Strade Bianche (Gravel White Roads). Drivers are used to sharing the road with cyclists and are typically respectful. |
| Cuisine |
Expect authentic Tuscan cuisine, from Pappardelle al Ragù and Panzanella and exceptional local red wines. |
| Hotel Facilities |
The hotels on this tour have wellness centres and we recommend bringing swimming costumes. They also have laundry service, good wifi and bar service. Some hotels may charge extra to use some of these facilities. |
| Weather |
The end of May in Italy typically brings sunny days and delightful weather, with average temperatures ranging from 20-28°C (68-82°F). |
| 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. Please check your SPAM/JUNK folder should you not have received an email in this time. You can also find a contact form at the bottom of this page! |
Hotels
HOTEL SALIVOLPI ★★★★
WELLNESS CENTER CASANOVA ★★★★
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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 by clicking the button at bottom right of page.
Drop us a direct email to: info@italybiketours.com
