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Cycling Holidays in Italy

Here at Saddle Skedaddle, we offer a fantastic choice of cycling holidays in Italy for you to choose from.

We offer the option of guided cycling holidays in Italy as well as self-guided cycling holidays in Italy, meaning there’s something to suit all abilities and preferences. Discover the stunning Italian countryside and coastline as you cycle through some of the most beautifully unspoilt regions of Italy, experiencing the fresh air and peaceful surroundings all at your own pace. Our cycling holidays in Italy are perfect for all types; adults, family cycling trips, group cycling and more.

If you’re not 100% set on a cycling holiday in Italy, then don’t forget to have a look at our range of cycling holidays in Spain, as well as our choice of cycling holidays in France and throughout Europe.

Use the tabs below for more information about our cycling holidays in Italy, request trip notes and book online today. We now have a range of family cycling holidays in Italy too!

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Found 6 holidays

Here's our featured trips. For all departure dates see menu below.

27 June to 04 July - Journey for your gelato on this cycling holiday in Austria and Italy. Book your flights for this guaranteed tour.

11 to 18 July - Filling up nicely is our cycling tour through Austria & Italy. Call Matt for a chat and reserve your place for this lovely cycling holiday.

01 to 08 August - Our third tour along the Via Claudia is getting busy - Don't miss your chance to join us on this cycling holiday in Italy and Austria.

15 to 22 August - Spend your summer cycling in Italy and Austria and enjoy La Via Claudia Augusta during Agosto! Guaranteed departure - limited spaces

29 August to 05 Sept. - Our final tour along La Via Claudia for 2015. Always a popular tour...make sure you don't leave it too late for this journey through Italy and Austria.

Austria and Italy - La Via Claudia - Guided Cycling Holiday Thumbnail
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An easy paced cycling holiday in Austria also visiting Italy, is ideal for those wishing to experience the beauty of the Alps in style. The riding is concentrated along the Via Claudia Augusta, a 2000 year old Roman built road which was, for many centuries, the main commercial route across the Alps. Originally used for the trans...
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Prices From:

£1,095 p.p.

Duration: 8 days

Departure Dates
TRIP NOTES
Italy - Sardinia - Island Flavours - Guided Cycling Holiday Thumbnail
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Cycling in Sardinia really doesn't get much better than this! Our Island Flavours cycling holiday in Italy will see you cycling in Sardinia's south-west corner, a place bursting with expanses of vineyards and olive groves, oak wooded valleys, high rugged cliffs dotted with Spanish watchtowers, splendid beaches and secluded coves...
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Prices From:

£910 p.p.

Duration: 8 days

Departure Dates
TRIP NOTES

Here's our featured trips. For all departure dates see menu below.

13 to 20 June - Gondolas, gelato's and a dash of Renaissance culture to boot... Don't miss our leisurely tour of this lovely part of Italy!

Italy - Alps to Venice - Guided Cycling Holiday Thumbnail
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Throughout European history, people have travelled from the Alps to the Adriatic coast for commerce and military reasons. Now this is your chance to enjoy a fantastic cycling holiday in Italy, giving you an insight into the natural wonders from the Brenta Dolomites to Venice, touching the Garda Lake, Verona, the medieval towns o...
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Prices From:

£1,060 p.p.

Duration: 8 days

Departure Dates
TRIP NOTES

Here's our featured trips. For all departure dates see menu below.

16 to 23 May - Archeological and cultural treasure's galore during our exploration of this stunning coastline!

Italy - Cilento and The Amalfi Coast - Guided Cycling Holiday Thumbnail
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The region of Campania is very well known for its archaeological and cultural treasures, featuring above all the Roman ruins of Pompeii, the island of Capri and the stunningly beautiful Sorrento and Amalfi Coasts. The best cycling however is to be found further south, where the largely unknown Cilento National Park awaits us wit...
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Prices From:

£1,070 p.p.

Duration: 8 days

Departure Dates
TRIP NOTES

Here's our featured trips. For all departure dates see menu below.

31 May to 07 Jun - Fancy an early summer break? Soak up the Italian Renaissance atmosphere in idyllic Tuscany! Call to secure your space.

13 to 20 Sep - Idyllic landscapes and world famous cuisine combine for a classic cycling holiday in the charming italian countryside! Call to secure your space.

Italy - A Taste of Tuscany - Guided Leisure Cycling Holiday Thumbnail
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New for 2015 we have this fantastic cycling holiday in Italy that really showcases the beautiful Tuscan countryside. Rural Tuscany is synonymous with undulating green hills capped by medieval, tile-roofed towns, punctuated by cypresses, churches and stone farmhouses. The rolling green countryside will be the backdrop for most of...
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Prices From:

£1,095 p.p.

Duration: 8 days

Departure Dates
TRIP NOTES

Here's our featured trips. For all departure dates see menu below.

20 to 27 June - Explore this lovely part of Italy on this leisurely cycling holiday through Piemonte.

Italy - Piemonte - Vineyards and Views - Guided Cycling Holiday Thumbnail
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The regions of Piemonte in Italy called Langhe and Roero are in one of the most important wine production areas of the country. This fully guided cycling holiday in Italy will take us through rolling hills covered with vineyards and dense woods, taking minor country roads, past ancient castles and hidden hilltop hamlets. T...
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Prices From:

£1,090 p.p.

Duration: 8 days

Departure Dates
TRIP NOTES

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