Tuscany: Strade Bianche & Chianti bike tour

Tuscany: Strade Bianche & Chianti bike tour

May 29th - June 4th, 2022 or upon request
Difficulty level: intermediate


Why choosing this holiday:
  • Stop just watching Strade Bianche on TV! Ride on the same gravel track
  • A triumphant arrival at Siena Piazza del Campo 
  • Try handmade Pici, Fiorentina Steak and toss with a glass of Chianti at the winery where it is produced


Le Strade Bianche is much more than a race. It is Tuscany at its best! And you can live the same emotions of pedalling on those white roads, running across Siena hills, vineyards, sunflower fields and passing through medieval villages, farms and those narrow streets that take you in the time machine. This important international race demonstrates that this tourist destination is however more modern than ever and it is among the most desired places by cyclists from all over the planet. Refined resorts, renowned wineries and gourmet restaurants will repay your cycling days. Just imagine relaxing sipping a glass of Chianti while the sun disappears between the cypresses. This is a holiday for true two-wheels enthusiasts who wants to pedal right in the heart of Italy.


Day 1 | Arrival in Siena

A day to get to know your tour guides and your travel buddies in Tuscany most authentic city, UNESCO site and famous for its Palio historic horse race. A stroll at Piazza del Campo at sunset and a nice dinner will be the beginning of an incredible Italian experience.

Accomodation: La Certosa di Maggiano 


Day 2 | Siena - Radi, La Bagnaia Golf Resort

31 km, 270 m 

Leaving our beautiful accommodation in the morning, we will pedal on the postcard like hills around the city of Siena, called Crete Senesi, alternating asphalt and dirt road. We will cross the small towns of Radi, Vescovado, Murlo and Bibbiano before finding the first real climb with four challenging hairpin bends on a dirt road taking us to the golf resort. Afternoon to relax by the pool and to discover the flavors of beautiful Tuscany food and wines.

Accomodation: La Bagnaia Golf Resort


Day 3 | La Bagnaia Golf Resort - Montalcino - Buonconvento

55 km, 1200 m 

This will be a breathtaking day, across hills marked by cypresses and some of the world most famous vineyards. The climb to Montalcino will be rewarded by this beautiful historical village overlooking the valley, its castle and the old little medieval roads, that it is renowned for the production of Brunello di Montalcino wine. From here a long descent on some of Eroica stages will take us through Tuscany beautiful landscapes, all the way to Buonconvento, where the finish line is at the wonderful ancient villa resort, where to relax by the pool before enjoying a typical dinner with, of course, the famous local wines.

Accomodation: Villa Armena


Day 4 | Buonconvento - Castelnuovo Berardenga

45 km, 600 m 

Today we will enter another world-renowned area of Tuscany represented by the famous icon of the Black Rooster, if you have ever seen a bottle of Chianti wine, you will immediately recognize it. Gentle hills alternating woods, vineyards and old farmhouses will give you the true flavor of Italy dolce vita.  Starting from Castelnuovo we enter one of the most renowned wine production areas on mixed terrain pedaling through its beautiful villages immersed in vineyards.

Accomodation: Podere Casato


Day 5 | Castelnuovo Berardenga - Gaiole in Chianti

31 km, 550 m 

A beautiful dirt road begins in Pianella taking us through an immense landscape of vineyards. Radda in Chianti is a spectacular medieval village, enclosed by massive defensive walls. From here we continue to Gaiole in Chianti, with its famous sculpture of the Black Rooster dominating its square.

Accomodation: Castello di Spaltenna


Day 6 | Recovery day: wine day in Chianti area

Today our resort will organize for us unforgettable special treats and a wine tasting experience for a relaxing day before the last stage to Siena waiting for us tomorrow. 

Accomodation: Castello di Spaltenna


Day 7 | Gaiole in Chianti - Siena

34 km, 560 m 

From Gaiole we will continue to Brolio Castel, in the heart of the classic Chianti surrounded by 240 hectares of fine vineyards and where, in 1872 the Baron Ricasoli invented the Chianti wine recipe. The dirt climb with three important turns will be repaid by the view of the castle, overlooking over the Chianti valley. From here we continue with a long descent to Pianella and finally head towards Siena for our triumphant arrival at famous Piazza de Campo, right on Strade Bianche epic finish line in heart for the city.

Accomodation: La Certosa di Maggiano 


Day 8 | Siena

Spend your morning to visit Siena and to enjoy an Italian ice-cream. Goodbye Tuscany! 


Price per person (minimum 6 - maximum 12 px): 

EUR 3.550,00 (taxes and VAT included) | single supplement, applied to secure a private room for solo travellers: EUR 550,00 (taxes and VAT included)

USD 4.050,00 (taxes and VAT included) | single supplement, applied to secure a private room for solo travellers: USD 630,00 (taxes and VAT included)

This tour can be organized private for any number of participants. Contact us for details. 


The price includes

  • 7 nights in luxury accomodations in double room with breakfast | 7 dinners (3 hotel + 4 restaurant) 
  • Cycling guide | van and mechanic in tow for ordinary assistance (eat and drink) | photos and videos along the routes and during visits
  • All minivan transfers, bike and luggage transport | transfer from and to the airport
  • Welcome kit Vince Team supplement | 20% discount on Cinelli Bike apparel and accessories


The fee does not include

  • Flight
  • 4 lunches | drinks with food  
  • Travel insurance

Anything not mentioned in "The price includes" 



  • Bike rental
  • Ital Cycling gives you the exclusive opportunity to ride and live for one or two days with a great cycling champion like Claudio Chiappucci, Alessandro Ballan and Valerio Agnoli. Upon request


Any questions? Read our FAQ.