Embark on a unique cycling odyssey along the legendary L’Eroica permanent route, a path steeped in history, charm, and tradition. Pedal across the iconic Tuscan white roads (Strade Bianche), traversing rolling hills and breathtaking landscapes that evoke the golden age of cycling.
Along the way, surrender to the mastery of Tuscan gastronomy, savoring authentic local cuisine paired with world-renowned wines. This unparalleled experience is elevated by the impeccable service of a dedicated team, ensuring every detail of your journey is flawlessly curated. Designed for true cycling enthusiasts, this tour offers the perfect harmony of adventure, culture, and indulgence.
Imagine a cycling holiday in Italy that blends the essence of Italian bike culture with majestic scenery and rewarding challenges. Beyond the ride, immerse yourself in the heart of Tuscany: conquer stunning gravel sectors, visit iconic medieval jewels like Siena, and enjoy private tastings of world-class olive oils and vintages. Whether you are a devotee of the sport or a seeker of refined travel, this journey will leave you inspired and restored. With our expert team handling every detail, your only task is to embrace every unforgettable moment.
Official L'Eroica Tour Operator
Superb Hotels
Eroica Routes
Non-Riders Welcome
Transfers
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!
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!!
I had an unforgettable experience with Italy Bike Tours team - Unexpected Tuscany on a multi-day cycling tour through some of the most beautiful towns in the region: San Miniato, San Gimignano, Siena, Montalcino, and Montepulciano. Each ride was about 50 - 60 km, taking us through stunning Tuscan landscapes filled with vineyards, rolling hills, and quiet countryside roads.This wasn’t just a tour; it was a deeply memorable way to experience the heart of Tuscany. Beautiful routes, great company, delicious food and wine, and top-notch guidance. Highly recommended!
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.
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
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.
37 km | 510 m
Begin your Tuscan cycling escape with a seamless transfer to your charming local retreat.
While you settle in, our professional team will precision-tune your bike for the perfect fit. In the afternoon, enjoy an introductory ride along the legendary L’Eroica permanent route, catching your first glimpse of the iconic white roads and golden rolling hills.
.Your day culminates in a gourmet welcome dinner, savoring authentic flavors as you toast to the journey ahead.
Hotel Torre alle Tolfe | Siena
74km | 1320 m
Experience an extraordinary day in the heart of Chianti along the storied L’Eroica route. Cycle through a tapestry of picturesque vineyards, olive groves, and enchanting villages like Radda and Gaiole in Chianti.
Pause to admire the magnificent Castello di Brolio, a medieval landmark steeped in history and surrounded by breathtaking vistas. With its blend of challenging climbs, exhilarating descents, and timeless Italian charm, this stage is a dream for lovers of cycling and authentic culture.
Hotel Torre alle Tolfe | Siena
57 km | 950 m
Set out from historic Siena for an unforgettable journey along the iconic L’Eroica trail. Ride through the Crete Senesi, a region famous for its rolling clay hills and mesmerizing, lunar-like landscapes.
Enjoy a well-earned lunch in the picturesque village of Buonconvento, savoring the authentic flavors of Tuscany, before climbing toward the hilltop fortress of Montalcino. Celebrated for its spectacular vistas and world-renowned Brunello wine, this stage perfectly unites challenging cycling with the soul of Italian culture.
La Vecchia Oliviera | Montalcino
57 km | 1100 m
There’s a specific magic to the Val d’Orcia that you can’t truly feel from a car window. You have to earn it. Join us for a day of "white road" cycling where the dust on your kit is a badge of honor and every hilltop village feels like a personal victory.
We’ll guide you through the iconic cypress alleys of Montalcino and Pienza, finishing the day exactly how it should be: with a long table, incredible wine, and stories that get better with every glass.
La Vecchia Oliviera | Montalcino
All great rides eventually reach the finish line. Enjoy a slow, sun-drenched breakfast as we swap stories from the L’Eroica permanent route—the dust, the climbs, and the triumph. As you prepare for your next chapter, our team handles every detail of your transfer, leaving you with nothing but a lighter heart and memories that will last a lifetime.
Want to stay a little longer? To add extra days before or after your tour, just contact lynn@italybiketours.com and we’ll help you extend your trip.
| Dates | Price | Availability | |
|---|---|---|---|
| From March to November | From €1699 | Available | Book Now |
*Bike hire starting from 40€ per day
Ridley ASTR GRX600 – Explore epic landscapes! Lightweight, responsive, and adventure-ready. Perfect for gravel, touring, and thrill seekers.
Ridley FALCN – Lightweight, aerodynamic road bike designed for speed, precision handling, and all-day comfort on performance rides.
Ridley Urbx Mixte E-Bike – Glide through your holiday with ease; upright comfort, smooth handling, and stylish design make every ride relaxing, scenic, and unforgettable.
Looking for a different bike model? Contact us at alberto@italybiketours.com
| 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! |
HOTEL SALIVOLPI ★★★★
WELLNESS CENTER CASANOVA ★★★★
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
