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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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Found 10 holidays

France and Italy - Grand Tour of the Med - Road Cycling Holiday Thumbnail
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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

Prices From:

£2,085 p.p.

Duration 12 days

Please contact us for dates.

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

09 to 16 Oct - A late season getaway packed full of coastal vistas and fun cycling routes - just one space left!

Italy - Sardinia - Coastal Explorer - Road Cycling Holiday - Guided Thumbnail
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A coastal road cycling holiday in Italy on the 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. Starting in th... .. Read More

Prices From:

£1,080 p.p.

Duration 8 days

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Italy - Dolomites & Alps - Road Cycling Holiday Thumbnail
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0 1 2 3 4 5

This is a great example of a challenging road cycling holiday in Italy that visits the Italian Alps and the mighty Dolomites. Huge castles, vineyards and dramatic mountain peaks mark the far north of Italy as a genuinely special riding destination. To the north are the High Alps of Austria, to the west the Swiss Alps and to the ... .. Read More

Prices From:

£1,375 p.p.

Duration 8 days

Please contact us for dates.

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Italy - Lakes of Lombardia - Road Cycling Holiday Thumbnail
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0 1 2 3 4 5

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

Prices From:

£1,325 p.p.

Duration 8 days

Please contact us for dates.

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

18 to 25 Sep - Join us to discover classic Italian landscapes this autumn! Spaces filling up fast, just one space left for a lady, contact for more information.

Italy - Tuscany Tourer - Road Cycling Holiday - Guided Thumbnail
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0 1 2 3 4 5

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 hill-top towns. The region also offers superb cycling and is an international training gro... .. Read More

Prices From:

£1,335 p.p.

Duration 8 days

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Italy - Sardinian Mountains - Road Cycling Holiday Thumbnail
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0 1 2 3 4 5

Our road cycling holidays in Italy have never been more popular and Sardinian Mountains 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 territory i... .. Read More

Prices From:

£1,275 p.p.

Duration 9 days

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Italy - Passes of Piemonte - Road Cycling Holiday Thumbnail
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0 1 2 3 4 5

Piemonte is the destination for this road cycling holiday in Italy. Situated in the far north western corner or Italy, surrounded by the Alps and sharing borders with France and Switzerland it is something of a hidden gem for cyclists. Almost half of Piemonte can be described as mountainous whilst most of the remainder is co... .. Read More

Prices From:

£1,250 p.p.

Duration 8 days

Please contact us for dates.

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

23 Sep to 09 Oct - Take on 1,000 miles of Italy! A fantastic challenge to see summer out in style. Just one space remaining.

Italy - Grand Traverse - Road Cycling Holiday Thumbnail
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0 1 2 3 4 5

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:

£2,725 p.p.

Duration 17 days

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Skedaddle News, Views and Holiday Stories

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

Tuscan Tastes: Buon appetito!

_Holiday.397.9691_fulldire 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

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