+44 (0)208 1446720





10 Staines Road, Twickenham, TW2 5AH

Image Alt



offroader: Toscana

Ride Overview

A three stage offroad epic in the home of gravel cycling: Tuscany. Averaging 90km per day on a mix of traditional white roads, singletrack and back country lanes, we ride from San Gimignano to Siena and over to the Chianti hills taking in sections of l'Eroica & the classic Strade Bianche.
With regular ride checkpoints serving amazing local food and delightful hotels in the evening to unwind (and carb load), this is a perfect end of season ride with an ideal mix of relaxation and challenge.


Ride Difficulty 3.5/5
Technical Difficulty 1.5/5
Percentage of Route Off Road 75%

Terrain & Bike Choice: The route is largely on traditional Tuscan white roads which are mostly smooth and fast rolling. Some of the more remote sections can be bumpier so a gravel bike is required. We have some singletrack but no technical or rocky sections so this is well suited for experienced or newer off roaders.

Countdown to 19th October


Ride Entry

A fully signed route with three full stages. This is not a race but you will get a ride number and timing chip to record your time.


Four nights in three & four star hotels from the the countryside near San Gimignano to the heart of Siena.

All Meals

Breakfast, feed stops, lunch & dinner included. The riding here can only be matched by the food, we have great local options each day. Vegan options available.

Airport transfers

Return transfers from Pisa included. Your luggage will be moved from hotel to hotel each night.

Full ride support

We have multiple support vans, mechanics at the ride start, support riders on the route and a emergency number to call if you need anything on the route so you can just focus on riding your bike and enjoying the beautiful country.

Ride Highlights

The home of gravel cycling


Ride sections of l’Eroica & Strade Bianche.


One night in the stunning town of Siena


Explore traditional Tuscan hilltop towns and villages


The best place in the world for carb loading and a post ride glass of red

The Route

Three Stages (270km)

The route takes us in a 270km loop from San Gimignano down to Siena, east to the Chianti hills and back. Most of the riding is on lovely, fast rolling gravel over rolling terrain and glorious views throughout.

Physical Difficulty: 3.5/5

Stage One

San Gimignano to Siena: 92km | 1,850m

A stunning opening stage in classic Tuscany. Starting out near the medieval town of San Gimignano, we get onto gravel roads almost immediately and enjoy a rolling first 30km before the major climb of the day, the 4km gravel ascent to Marmoraia (4km, 7% – should take 25 to 30mins).

From here we go around Siena taking in sections of Strade Bianche on the way into our stage finish on the outskirts of this amazing town.

Physical Difficulty: 3.5/5

Stage Two

Siena to Figline Valdano: 100km, 2250m

The Queen Stage of the tour. Starting out in Siena, we head south and ride the classic 8km San Martino in Grania section as featured in Strade Bianche. This is a long false flat with some punchier parts and you can see the gravel road stretching out for miles in front of you.

After this we head north into the Chianti hills for some gravel and tarmac roads on glorious rolling terrain. After lunch in Radda in Chianti at 70km, we prepare for the tough last 30km with a long (8km in two parts) gravel climb before a long descent home.

Physical Difficulty: 4/5

Stage Three

Figline Valdano to San Gimignano: 80km, 1950m

The final stage takes us back over the hills and through the heart of the Chianti region. The toughest of the climbing is in the morning on fresh legs as we head west back into Siena province where the terrain is lumpy but few long climbs.

After our main feed stop the final part of the ride is on great rolling roads (a mix of gravel & tarmac) before a finish on the outskirts of San Gimignano.

Physical Difficulty: 3.5/5


What type of bike should I ride?

The gravel in Tuscany is smooth and fast rolling. On a lot of gravel sections you would be ok on a road bike. We do include a few bits of singletrack so this route is ideal for gravel bikes with 36mm plus tyres.

Are flights included?

No, you need to book your own flights to Pisa. We have two transfers on arrival day to San Gimignano and two transfers back on 23rd Oct.

Is there a cut off time each day?

No, we have support riders and vans at the back of the course but there are no time cut offs and we encourage riders to stop for photos, chat with each other and enjoy the ride.

What shall I pack?

We will send a full packing list but you will need one large soft bag. Bring clothing for the evenings, any spares you need and riding kit for sunshine and changeable weather.

Will I be riding with other people?

We will set you off each day in small groups but you can ride at your own pace. The whole route is signposted with regular feed stops so you can go as hard or easy as you like, meeting other riders at the end of the day.

What time are the airport transfers?

On 19th Oct, transfers leave Pisa at 11am (arrive before 10.30am), 12.30pm (arrive before 12pm) and 6pm (arrive before 5.30pm)

On 23rd Oct, transfers arrive back at Pisa at 8am (leave after 10am), 10am (leave after 12pm), 3pm (leave after 5pm) and 7.30pm (leave after 9.30pm).

Can I share a twin room with a friend?

Yes, you can book two shared twin packages or book separately and we will send a form asking if you want to share with someone specific.

Are Rental Bikes Available?

Yes, we have Pearson Off Grid Gravel Bikes available in XS, S, M, L & XL. These are £199 for the ride & available to book in the cart.

Do I get a refund if the trip is cancelled due to Covid?

If the tour is cancelled due to Covid, you will get a full refund within 14 days of cancellation. Book your place on OffRoader Toscana with a £99 deposit, balance is then due 90 days before departure.

Additional information

Package Type

Private Single, Shared Twin

OffRoader: Toscana



SKU: 22GGTuscany Categories: ,