Gravel Riding Holidays In Tuscany

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Experience the ultimate cycling classic in Tuscany with us on a thrilling gravel adventure, and be captivated by its cypress-lined horizons, world-renowned historical treasures, and gastronomic delights. Our Tuscany gravel riding holiday promises an unforgettable experience that will leave you longing for more. So come join us and discover the magic of Tuscany on two wheels!

Classic Destination, New Adventure...

Come along with us on an adventure through Tuscany, where we'll embark on a journey through the finest and most renowned gravel routes.

Experience the iconic Strade Bianche paths of the Eroica, discover segments of the ancient Via Francigena pilgrimage route, and connect it all with historical trade routes, scenic mule tracks, and our personal selection of hidden treasures.

Guided

Italy

Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Duration

8 days

Prices from

£2,225 P.P.

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Grade 3-4 : Moderate/Challenging

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Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Start Date	End Date	Price p.p.
20/09/2026 Last Spaces	27/09/2026	£2,225.00
24/04/2027	01/05/2027	£2,295.00
08/05/2027	15/05/2027	£2,295.00
25/09/2027	02/10/2027	£2,295.00

Riding some of the classic Tuscany gravel routes including the Strade Bianche
Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
Exploring the region on a mix of terrains
Riding the stunning UNESCO heritage region of Val d’Orcia
Relaxing in small villages for a coffee with the locals
Easing along the rolling hills of the ‘Colli Sienesi’
Chilling out with a post-ride Chianti or Brunello

Photo Highlights Dates

Self-Guided

Italy

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

Duration

8 days

Prices from

£1,895 P.P.

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Grade 3-4 : Moderate/Challenging

More Info BOOK NOW

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

2026 29 Mar – 26 Oct (excluding dates throughout July and August)

Season 1 – £1895 29 Mar – 14 Jun and 09 Sep – 26 Oct

Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep

2027 30 Mar – 26 Oct (excluding dates throughout July and August)

Season 1 – £1995 30 Mar – 14 Jun and 09 Sep – 26 Oct

Season 2 – £2195 15 Jun – 30 Jun and 01 – 08 Sep

To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

Riding some of the classic Strade Bianche route of Tuscany as well as lesser-known gravel routes
Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
Exploring the region on a mix of terrains
Riding the stunning UNESCO heritage region of Val d’Orcia
Relaxing in small villages for a coffee with the locals
Easing along the rolling hills of the ‘Colli Senesi’
Chilling out with a post-ride Chianti or Brunello

Photo Highlights Dates

Not sure which trip's right for you? Just ask!

Get in touch and we'll help you find your perfect trip.

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Gravel Riding Holidays In Tuscany

2026

2027

2028

2026

2027

2028

Classic Destination, New Adventure...

Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Duration

Prices from

Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

Duration

Prices from

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

Not sure which trip's right for you? Just ask!

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News, Reviews & Stories