Tuscany: White Roads


Riders have been grinding gravel in Tuscany long before it became fashionable elsewhere. The region’s dusty backroads give an alternative view on this beautiful part of the world, and offer an enchanting glimpse into cycling’s golden age, when most bike races were run on unpaved roads and Fausto Coppi and Gino Bartali were Europe’s biggest sporting superstars.

The famous Strade Bianche weave through the Tuscan countryside unnoticed by most travelers, but they’re treasured by those in the know. There are undulating swathes of ochre and olive in every direction, crumbling stone walls and cypress-lined narrow strips of powdery gravel, climbs that bake in the sun, exposed hilltops, and twisting descents through vineyards. In short, they’re the best way to explore this part of the Bel Paese.

We’ve called Chianti home for years and this trip combines the very best gravel roads we know with some of our all-time favorite routes in Tuscany, giving you the best of both worlds in one truly unforgettable package.

Included With Trip:

  • All lodging*
  • All food and beverages**
  • Pinarello Dogma F10 Disk with SRAM components and daily bike wash
  • One Giordana FRc custom inGamba cycling kit
  • Daily post-ride massage from a professional soigneur
  • Laundry service for cycling clothing


*Pre/post-trip lodging is not included

**Beverages ordered by guests beyond normal amounts and away from group activities will incur additional charges

Trip at a Glance

Start Location:


Finish Location:


Days Riding:


Group Size:

8 – 12

Total Distance:


Total Elevation:


Longest Day:

Day 4. Jered Gruber's Dream Ride. 122km

Biggest Climbing Day:

Day 4. Jered Gruber's Dream Ride. 2,950m


Day by Day Breakdown


Terra Classica

Benvenuti in Italia! This shake-out ride is the perfect introduction to riding in Tuscany, rolling along ridge tops, through small villages and past the ancient olive groves that blanket these fertile hillsides. This ride has one long, solid climb – which should shake out any cobwebs built up during your flight. This is also the ideal time to adjust anything on the bike that isn't quite right, so if you need to make any changes, let your mechanic know right away.

Monte Sante Marie

This route will test both your bike-handling skills and your climbing legs, as we tackle some of the best bits of the famous Strade Bianche race, including almost 35km of gravel roads. There are no long climbs in Tuscany to rival those up north, but the terrain here is always undulating and you'll find plenty of steep pitches that can reach double figures in gradient and last for a couple of kilometers. It's not all hard work though: We'll roll through some spectacular towns and the whole course runs through breathtaking scenery.

Castelnuovo Berardenga

This is a relaxed route, inspired by the traditional coffee shop ride taken by inGamba's founder, João Correia, when he was a pro racer, living and training in Tuscany. Expect gentle rolling hills and plenty of time for on-the-bike conversation or some horsing around by Raul as we make our way to Castelnuovo Berardenga. The famous battle of Monteaperti was fought here in 1260, and today the town is alive with a street market.

Jered Gruber's Dream Ride

The renowned cycling photographer and friend of inGamba, Jered Gruber, has slid and bounced his normal road bikes over just about every meter of Strade Bianche in a 50km radius of Lecchi, and today we will discover the best of the best on a course designed by him, just for us. You're in for a treat.

Ride to Siena

Siena is as much a work of art as it is a city. Terracotta towers, gargoyles and marble facades, a warren of slender streets and arches, bound up by Medieval fortress walls. And at the heart of it, Piazza del Campo, one of the world's great squares, characterised by red brick, gothic flourishes and narrow balconies with crooked, hand-wrought iron railings. Our ride today brings us into the heart of this magical city, on a route that starts with a couple of gentle climbs before rolling easily through the Tuscan countryside.

Crete Senesi

Today’s ride will take you south toward the town of Montalcino where the rolling Tuscan clay-colored views of postcards will be in full effect. This is the Crete Senesi, a region known for its production of white truffles. The highlight of our ride is the ridge south of Arbia.

Badia a Coltibuono

The Badia a Coltibuono ride always reminds us how lucky we are to be able to ride here. After an enjoyable 7km climb to Badia a Coltibuono, there’s a rhythmic descent to Radda as a reward for your efforts.



Pinarello Grevil+