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Road Cycling Holidays in Italy

Delve into 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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This superb tour has become our signature road cycling holiday and deservedly so with its miles of great classic riding; it really is a distinctly varied cycling adventure which showcases some of the the best of coastal cycling in France and Italy. Following arrival and an evening of fine Niçoise cuisine on the French Riv... .. Read More

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£2,145 p.p.

Duration 12 days

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A coastal road cycling holiday winding down the Italian island of Sardinia. Famed as Italy's most exotic island, it is blessed with a fantastic network of well surfaced and car free roads and you'll be assured of some great cycling. The island has a stunning coastline which we will explore throughout this cycling tour. Start... .. Read More

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£1,430 p.p.

Duration 8 days

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A superb road cycling holiday in Italy which explores the Northern Lake District, an area synonymous with cycling history. The Giro d'Italia almost always visits the region and, perhaps even more famously, it is the setting for the Tour of Lombardy, or "the race of the falling leaves", the autumnal one day classic which, each ye... .. Read More

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£1,560 p.p.

Duration 8 days

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An easy paced road cycling holiday in Italy that explores one of the country's premier cycling locations. Tuscany - the word itself is evocative, conjuring images of classic Italian landscapes, rolling hills, cypress trees and medieval hilltop towns. The region also offers superb cycling and is an international training grou... .. Read More

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£1,455 p.p.

Duration 8 days

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Our road cycling holidays in Italy have never been more popular and this Sardinian Mountains trip is proving to be a great road cycling alternative to our ever popular Sardinia Coastal Explorer holiday. The island of Sardinia is a beautiful Mediterranean gem famous worldwide for its sea and its coasts, yet more than 80% of its t... .. Read More

Prices From:

£1,495 p.p.

Duration 8 days

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For what seems like years we've been planning our 'perfect' route down the length of Italy. Ideas scribbled metaphorically on napkins, suggestions from friends and input from locals with knowledge of the amazing roads hidden away from the tourist gaze have all been combined to produce this epic route. We've fitted an incredible ... .. Read More

Prices From:

£2,790 p.p.

Duration 17 days

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Our Raid Dolomiti road cycling holiday is one of 2 Raids within our Classic Road programme and the most challenging of all. During a week of breathtaking cycling you'll ride a total of 1,000km taking in 39 cols and ascend an incredible 20,000 metres. The tour starts in Switzerland close to Lake Geneva and will cover the whol... .. Read More

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£2,020 p.p.

Duration 10 days

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An amazing road cycling holiday to the stunning Italian Alps. The smooth roads winding through these beautiful mountains have been enticing road cyclists for generations, and rightly so, with challenging climbs and mind blowing descents they provide the perfect arena for a week of riding. We start our week in Bergamo, a pivo... .. Read More

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£1,495 p.p.

Duration 8 days

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Skedaddle News, Views and Holiday Stories

Double fun on Italy’s Grand Traverse

tuscanyWith 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

5 ways to take on 1,000 miles

_Holiday.624.13904_fullAchieve iconic journey status this summer and cycle 1,000 miles! Our iconic journeys are as popular as ever and provide cyclists with a unique challenge. Here are our top 5 guaranteed iconic trips with limited availability this year… 1. St Malo to Nice, France. Take on your very own Tour de France in the country synonymous with cycling, a route that offers ... 

Last Updated: 16/06/2016

Rapha Recommended!

Rapha Girona Travel-largeIt’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

costa ricaCycling’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

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