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Holidays that move you

Road Cycling Holidays in Italy

Check out our range of road cycling holidays in Italy and you’ll find a little something for all levels and abilities. The Skedaddle Italia team are a passionate bunch and excited to share their love and knowledge for this country. With fantastic on-hand support and expert local advice, our holidays here offer the very best experience possible.  

The mighty Dolomites will suit those after a challenging tour, whilst the Lakes of Lombardia and Tuscany will attract those after a less 'full-on' trip, but in equally stunning surroundings. For those looking for rolling coastal road cycling, riders will love Sardinia and if you want a great insight into the length and breadth of Italy, why not try our iconic Journey, Grand Traverse. 

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Found 12 holidays

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£1,430 p.p.

8 days

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21 to 28 Jul - ONLY A FEW SPACES LEFT! Don't miss out and book now...

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£1,625 p.p.

8 days

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09 to 16 Jun - Tuscany needs no introduction! The region offers superb cycling and is an international training ground, attracting riders from all over the world...

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£1,475 p.p.

8 days

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£1,525 p.p.

9 days

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Trips to book before it's too late. For all other dates check-out the Departure Dates menu below

31 May to 16 Jun - ONE space left for a female! Join us on the ultimate Italian adventure...

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£2,885 p.p.

17 days

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£2,040 p.p.

10 days

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£1,495 p.p.

8 days

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Prices From:

£1,495 p.p.

8 days

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Skedaddle News, Views and Holiday Stories

Double fun on Italy’s Grand Traverse

With her tandem in tow Skedaddler Jill Buzzard headed to Italy earlier this year to take on our 1,000 mile challenge, the epic Italian Grand Traverse. Here’s how she got on… Prelude “A tandem” said our guide. “Well … we shall see”, and he looked at the Skedaddle van to check the roof rack was ... 

Last Updated: 06/09/2016

Rapha Recommended!

It’s not everyday you get the founder of Rapha featuring a tour from your range, so we were pretty psyched to see our Italian Dolomites and Alps tour make the head honchos list of ‘10 great cycling holidays‘, as featured in the Telegraph. Anyone whose anyone in the road cycling world has heard of the ... 

Last Updated: 02/06/2016

3 ways to explore Italy’s most impressive riding routes

Cycling’s most exciting season is finally here for 2016 and all eyes are turned towards Italy for the first Grand Tour of the season. Here are 3 ways you can take on your very own Giro d’Italia… RAID Dolomiti If you’re looking for the closest way to attain pro-rider status, you’ll not want to look any further ... 

Last Updated: 09/05/2016

Tuscan Tastes: Buon appetito!

dire pane al pane e vino al vine Translation: Call bread bread and wine wine… This classic Italian phrase means you should simply ‘tell it how it is’, an important philosophy which soaks into the country’s authentic approach to cooking… History, location and lashings of sunshine combine to create foodie heaven in Italy, a land ... 

Last Updated: 01/04/2016