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            Gravel Riding Holidays In Tuscany

            We found 2 Holidays in your search for:

            Destinations (1)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 2 Holidays in your search for:

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            Destinations (1)
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            Departure Month

            2025

            2026

            2027

            Level of Support
            All Cycling Holidays in Tuscany Leisure Cycling in Tuscany Road Cycling in Tuscany Mountain Biking in Tuscany Family Cycling in Italy All Cycling Holidays in Italy Cycling in Sardinia

            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!

            • All Cycling Holidays
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            • Tuscany Gravel Riding Holidays

            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.

            Select Order Order By
            Guided
            Guided
            Italy

            Tuscany - Strade Bianche Explorer

            Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

            £2,195 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Challenging
            More Info BOOK NOW

            Tuscany - Strade Bianche Explorer

            Guided Gravel Riding Holiday

            SAVE ON 2026 ESCAPES

            Save £100 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 09/05/202616/05/2026£2,195.00
            * 20/09/202627/09/2026£2,195.00
            • 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
            Self-Guided
            Italy

            Strade Bianche Explorer

            Self-Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

            £1,735 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Challenging
            More Info BOOK NOW

            Strade Bianche Explorer

            Self-Guided Gravel Riding Holiday

            SAVE ON 2026 ESCAPES

            Save £100 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

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

            2025 24 Mar – 29 Oct (excluding dates throughout July and August)

            Season 1 – £1735 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1945 17 Jun – 30 Jun and 01 – 02 Sep

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

            Season 1 – £1825 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2045 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.

            SAVE ON 2026 ESCAPES

            Save £100 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            • 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.

            Similar Destinations

            All Types of Cycling in Italy All Types of Cycling in Italy
            Europe Europe
            Spain Spain
            UK UK
            Quote
            Gravel riding is all about fun! Our gravel riding holidays have been carefully crafted and include everything you've come to expect from a Skedaddle cycling trip, but this time the surface is different...
            Paul Snedker, Saddle Skedaddle Co-Founder
            Quote
            Gravel riding epitomises the very best of everything that we love about cycling here at Skedaddle. We've always done things slightly differently - pedalling through, rather than passing by.
            Andrew Straw, Saddle Skedaddle Co-Founder
            Next

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