GRAVEL GROUP CYCLING TOUR TUSCANY

GRAVEL BIANCHE TOSCANA

JOIN IN-TOUR MAY 23 - 29 2027

GRAVEL BIKE

Join our gravel cycling tour in Tuscany, Europe’s gravel Nirvana! Ride the iconic white roads made famous by Strade Bianche and L’Eroica, and soak up Italian cycling culture in timeless towns like San Gimignano and Siena. Claim your spot on this challenging full-service stage tour and enjoy this unforgettable gravel adventure together with fellow gravel riders.

GRANDE PARTENZA

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GROUP CYCLING TOUR IN TUSCANY WITH START AND FINISH IN CASTELLINA IN CHIANTI

Ciao ragazzi! Are you looking for a gravel cycling tour in Tuscany where you can ride the white gravel roads of the Strade Bianche and L’Eroica while enjoying Italy’s rich (cycling) culture? Then Gravel Bianche Toscana is made for you! This stage tour, starting and finishing in Castellina in Chianti, takes you straight into Europe’s gravel Nirvana: Tuscany! Over five stages we ride through the Chianti region and over the roads of what might be the most beautiful race on the cycling calendar: de Strade Bianche. Even the Giro d’Italia has (re)discovered Tuscany’s iconic strade bianche (white gravel roads).

You’ll travel independently to Castellina in Chianti, a charming village in the famous wine region, where our cycling adventure begins. Climbers will also get their fix on this gravel cycling tour in Tuscany: we tackle countless pogi (hills), including the iconic Monte Santa Marie, Passo del Lume Spento, Monte San Michele, San Martino in Grania and Le Tolfe. We conquer nearly 2,000 metres of elevation gain per day on average! Along the way we pass stunning towns and villages such as Siena, Montalcino, San Gimignano, Monteriggioni, San Quirico d’Orcia, Radda in Chianti and Gaiole in Chianti, where we also take time to enjoy the local culture and Italian cuisine.

Each stage offers you a choice between a challenging black route or an easier red route, making this tour suitable for cyclists of different levels. Choosing the black routes on every stage totals 460 kilometres with 9,275 metres of altitude gain, while the red routes cover 360 kilometres with 7,000 metres of altitude gain. We recommend riding a gravel bike for this tour to get the best experience.

STAGES

5

OVERNIGHT STAYS

6

period

May 23 – 29 2027

Toughness

\\[[[
\\\[[

DISTANCE (KM)

Red routes: 370

ALTITUDE GAIN (M)

Red routes: 7000

Explanation Toughness routes

Is this your first cycling tour in the mountains and are you wondering if you can handle our routes? Or are you an experienced climber and are you curious whether the challenge is interesting enough for you? Using our five-point scale, we help you gain insight into the toughness of our routes. Based on the number of polka dots you can easily see if the routes of this cycling tour match your level and ambition!

\[[[[ all fit cyclists

\\[[[ reasonably trained cyclists with some climbing experience

\\\[[ trained cyclists with climbing experience

\\\\[ trained cyclists with a lot of climbing experience

\\\\\ well trained cyclists with a lot of climbing experience

Within stages we often offer different routes so that groups with cyclists of different levels can participate in the cycling tour:

\ red = easier route

\ black = tougher route

If you are unsure whether the routes are suitable for you and your cycling friends, don’t hesitate to contact us. We’re happy to help you!

EXPLANATION OF A JOIN-IN TOUR

Our join-in tours are perfect for individuals and small groups who want to conquer the legendary Grand Cols alongside other passionate mountain cyclists. Book your spot and join a fully organized stage ride from hotel to hotel, over a set period, with support from our team. You ride, eat, sleep, and enjoy, we take care of the rest. The group consists of 8 to 20 participants who share your passion of cycling. Experience an unforgettable adventure and make cycling friends for life!

Our General Terms and Conditions apply to this cycling tour. The listed prices include VAT.

STAGE 1 & 2: CASTELLINA IN CHIANTI, CHIANTI REGION AND SIENA

Grande Partenza! We kick off our Tuscan gravel adventure in the charming town of Castellina in Chianti, located in the heart of the famous Chianti region between Florence and Siena. This area is world famous for its Chianti Classico wines, rolling hills and picturesque landscapes. On the first stage, you’ll ride along quiet roads weaving through vineyards, cypress trees and olive groves. Along the way, we pass iconic Tuscan villages such as San Gimignano and Monteriggioni, finishing the stage in the stunning city of Siena. The second stage takes us south through, following the routes of the iconic Strade Bianche and L’Eroica. This is a true paradise for lovers of classic cycling romance. In the final part, we leave the Strade Bianche course and continue along the Eroica route. After climbing the Passo del Lume Spento, we reach the beautiful town of Montalcino.

‘Explore the Strade Bianche where Van Vleuten, Kopecky, Cancellara, Van Aert, Van der Poel, Pidcock, and Pogačar made cycling history.’

STAGE 3 & 4: RIDE THE ROUTES OF THE EROICA AND STRADE BIANCHE

Stage three mostly follows the iconic gravel roads of the famous L’Eroica, a ride full of cycling nostalgia. This route continues further south than the Strade Bianche, through a tranquil, unspoilt part of Tuscany. All day we wind along rolling white roads, between cypress trees and old farmhouses, with a new climb or descent around every corner. Along the way, we pass the picturesque village of San Quirico d’Orcia, finishing in Buonconvento. In 2025, Tadej Pogačar made cycling history with an extraordinary 80-kilometre solo victory at the Strade Bianche. In stage four, we follow in his tracks, tracing the course of that legendary finale with iconic gravel sections such as Monte Sante Marie and Le Tolfe, names and images familiar from television. The stage finishes at the iconic Piazza del Campo in the heart of Siena.

STAGE 5: GAIOLE, RADDA AND CASTELLINA IN CHIANTI

In the final stage, we ride an iconic section of the l’Eroica route, but in reverse. From Siena, we head northeast towards Gaiole in Chianti, the birthplace of the famous retro cycling event l’Eroica. Every first weekend of October, Gaiole transforms into a pilgrimage site for vintage cycling enthusiasts from all over the world, creating an unforgettable cycling atmosphere. Thousands of riders in woollen jerseys, on steel racing bikes, set off on tours across the strade bianche. Cafés, wine bars and restaurants proudly display cycling photos and memorabilia on their walls. Further north lies the idyllic Radda in Chianti, offering breathtaking panoramic views over the Chianti region and surrounding vineyards. After one last loop through Tuscany’s rolling roads, we finish where our adventure began: the charming town of Castellina in Chianti. Arrivo!

WHAT's INCLUDED IN THE PRICE?

The price includes:

  • Hotel accommodation in nice, cycle-friendly hotels on the route (double room, 6 nights)
  • Breakfast (6 times) and dinner (5 times – we won’t dine together on the first evening, as arrival times vary)
  • Participation in the stages prepared by Grand Cols Cycling Tours (5 stages)
  • Professional, digital road book with all relevant route information
  • GPX files for uploading routes to navigation devices
  • Picnic lunch, a coffee stop with good coffee and the opportunity to restock your sports nutrition (sports drinks, water, energy bars, etc.) during the stages
  • Support during the stages with a support vehicle, for example: handing over clothing and carrying out minor repairs
  • First aid and AED
  • Luggage transport from hotel to hotel
  • Help with minor repairs along the way and the use of a bicycle pump, lubricant and bicycle tools
  • Grand Cols Cycling Tours cycling jersey
  • Participation in the VZR guarantee scheme

The price does not include:

 – The outward journey to the starting location and the return journey from the finish location
 – Personal insurance, such as travel and cancellation insurance
 – Drinks during the dinners
 – Equipment (you participate with your own equipment, such as: bike, helmet and clothing)

Optional extra:

  • Upgrade to a single room € 250, –
  • Additional overnight stay (without dinner) in Castellina on the day before the cycling tour starts (22 May), per person: €100, – (double room) or €125, – (single room).
  • Bike transport from the Netherlands to the start location and back (subject to availability): € 75, –
  • Commonly used spare parts, such as: tyres, cables and batteries (at cost price)

Anything else? Let us know!

DISCOVER GRAVEL BIANCHE TOSCANA

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PREFER TO HAVE MORE INFO FIRST?

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QUESTIONS?

Our team is always here to answer any questions you have. Whether it’s about the routes, accommodations, or other details, we’re ready to assist.

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PHONE NUMBER

+31648874713

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