3 – 8 March 2027
Deposit €299
Bring a non-cycling companion for €799
To stay for a shorter or longer amount of time, please contact us
Every cyclist has heard of the iconic Strade Bianche—that thrilling, dust-filled race across the historic white gravel roads of Tuscany. It’s a modern classic, blending professional racing with the soul of cycling’s golden era.
But what if you could experience it yourself—not from the sidelines, but from the saddle? We’ve created a unique cycling holiday based in the heart of the Chianti region, designed specifically for riders who want to immerse themselves in the magic of Tuscany, challenge themselves on the same gravel sectors as the pros, and ride in one of the most atmospheric amateur events in Europe: the Gran Fondo Strade Bianche.
The events have two routes for you to choose from: the ‘Gran Fondo’ and the ‘Medio Fondo’.
The ‘Gran Fondo’ is 139km with 31.4km of white roads.
The ‘Medio Fondo’ is 86km with 26.6km of white roads.
The start and finish of both routes is the same, with the finish in Piazza Del Campo, the main square of Siena.
We are PARTNER of the TOUR OPERATOR for the Gran Fondo Strade Bianche – Ride Like into the legend!
This mean that by booking this trip you will have GUARANTEED ENTRY to the event.
Airport transfers
Gran Fondo Entry Prices*
START & FINISH LOCATION: Radda in Chianti
DAYS RIDING 5 days
TOTAL DISTANCE 350 km apprx
GROUP SIZE:: 15/20 max (2 groups on the road each day divided on abilities)
LEVEL: Open to anybody
LONGEST DAY:: Day 5 – Gran Fondo Strade Bianche
Welcome to Tuscany.
After arriving at the hotel and setting up the bikes, we head for a short shake down ride to Gaiole in Chianti. Home of the Eroica. A stunning rolling route through the Chianti hills with one section of white roads.
The morning is dedicated to riding through the heart of Chianti, a rolling route that strings together some of the best roads in the area. Expect cypress-lined climbs, stretches of classic strade bianche underwheel, and vineyards stretching out in every direction.
Once we’re back at the hotel, the rest of the day is yours. Spend the afternoon relaxing by the indoor pool, book a massage, or join a guided wine tasting at Castello di Albola, one of the standout wineries in the region.
There are many options available, depending on your measures and budget we work with you to find the best bike for you. From standard mechanical groupset and alloy wheels to electric shifting and carbon wheels.
Road or Gravel E-bikes are also available.
FRAMESET: Bianchi, Wilier, KTM
GRUPPO: Sram Rival/Force AXS, Shimano 105, Ultegra, Durace Di2 and Mechnical
PEDALS: Bring your own
SADDLE: Selle Itala
WHEELSET: Alloy, Carbon
Professionals, with many years of experience.
Founder & Tours Director
Since founding Cigala Cycling in 2015, Matteo has led over 100 tours. A former pro and current amateur racer, Matteo is the 2022 European Champion Gran Fondo.
Tour Guide Leader
A former pro cyclist, Amedeo is a cycling tour guide & massage therapist for a decade. It is one of the most experience guides that you will ever find, counting almost over 1000 days on tours.
Guide & Gravel Expert
You’re welcome to bring your own bike, or rent one for the week. After booking, you will receive a form to fill out via email. You can let us know there and in the case you want to rent, you will see an option to fill up details for your measurements.
You can choose a range of bikes: road, gravel or e-road bike.
This trip suits Beginner, Intermediate and Expert riders. The core Strade Bianche routes are approachable for most fitness levels — on Gran Fondo day you have the option to choose a longer or a shorter route based on your fitness level.
A daily support van follows the group throughout the trip, giving you the full pro experience. It carries spares, snacks, drinks, and any spare gear or jackets you want to shed mid-ride.
During the Gran Fondo Strade Bianche, we set up our own dedicated feed zones along the route — just like the pros get. You’ll find snacks and drinks stocked and ready, and you can drop off your own bidons or specific nutrition ahead of time so it’s waiting for you when you ride through. Our team is on hand at each zone, and there’s basic mechanical assistance available too, just in case you need a quick fix to keep going.
Yes, a single room supplement is available and you choose it during the booking process.
A road bike with 30-32mm tires is certainly more than enough. You can also do it with 28mm. A gravel bike would be a little slower but more comfortable.
Read our Strade Bianche guide here.
We probably cover most answers to your questions.
Yes we purchase tickets in advanced and once you book the trip your entry to the Gran Fondo is Guaranteed.
After booking, you will receive an email with the grid options available for you to choose from. Grid 1 and 2 are only available to tour operators, meaning that with us you can start near the front.
If you’re planning to ride the Gran Fondo, some endurance and climbing preparation makes a real difference — steep gradients on white roads like this reward riders who’ve built specific climbing endurance rather than just general fitness. If you’d like a structured plan built around this trip, visit our cycling coaching page and Matteo can help you put together a plan based on your current level and the time you have before you travel.
Beyond your usual riding kit, bring extra layers and some rain gear since is early season and you can expect the occasional shower. Our full guide to packing for a European cycling holiday covers everything else you’ll need for the week.
