Italy is renowned for its stunning scenery, rich culture, and mouth-watering cuisine, making it a popular destination for travellers seeking adventure, relaxation, and culinary delights. For those looking to combine all three, our gravel riding holidays in Tuscany or Sardinia are the perfect choice. With their rugged terrain, rolling hills, and winding paths, these regions offer a challenging and rewarding cycling experience, with breathtaking views around every corner. Italy provides the perfect backdrop for an unforgettable holiday, filled with exhilarating rides, delicious food and wine, and unforgettable memories...
Destination Guide
We’ve been delivering incredible cycling holidays in Italy for over 20 years! Our passionate local teams are second to none and can’t wait to welcome you.
Tuscany: The iconic Tuscan landscapes cannot fail to captivate the soul! We’re taking cypress trees, endless fields of rippling corn and world-class cultural wonders galore...
Sardinia: This wild, rugged island is one of our absolute favourites and the home of Skedaddle Italia. Our cycling holidays here offer something for everyone!
Find Your Ride
We found 3 Holidays in your search for:
- In Italy, Lake Garda, Prosecco Region or 4 more...
- Gravel Riding (All Grades)

Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Duration
8 daysPrices from
£1,995 P.P.Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Start Date | End Date | Price p.p. |
---|---|---|
* 05/05/2024 | 12/05/2024 | £1,995.00 |
21/09/2024 | 28/09/2024 | £1,995.00 |
- Riding some of the classic “Strade Bianche” 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 Sienesi’
- Chilling out with a post-ride Chianti or Brunello

Sardinia - Cape to Cape
Guided Gravel Riding Holiday
Duration
8 daysPrices from
£1,995 P.P.Sardinia - Cape to Cape
Guided Gravel Riding Holiday
Start Date | End Date | Price p.p. |
---|---|---|
* 27/04/2024 | 04/05/2024 | £1,995.00 |
29/09/2024 | 06/10/2024 | £1,995.00 |
- Climbing up to the Capo Sperone lighthouse to mark the start of our journey… and looking out from Capo Mannu over the med to mark its end!
- Riding scenic gravel roads along the Cabras Lagoon
- Checking out the UNESCO heritage Nuraghic site of Barumini
- Scaling the exciting gravel tracks of Monte Grighine
- Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
- Eating fantastic home-cooked food, washed down with honest local wine!

Strade Bianche Explorer
Self-Guided Gravel Riding Holiday
Duration
8 daysPrices from
£1,595 P.P.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.
2024 25 Mar – 30 Oct
Season 1 – £1595 03 Apr – 17 Jun and 4 Sep – 30 Oct
Season 2 – £1795 25 Mar – 02 Apr and 18 Jun – 03 Sep
- Riding some of the classic “Strade Bianche” 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 Sienesi’
- Chilling out with a post-ride Chianti or Brunello