Here at Saddle Skedaddle, we offer a fantastic choice of road cycling holidays in Italy for you to choose from.
We offer the option of guided road cycling holidays in Italy as well as self-guided road 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 road cycling holidays in Italy are graded to make sure they are suitable for all riders. Italy offers a great range of scenery and landscape, from the dramatic to the serene, making it an extremely popular road cycling holiday destination.
If you’re not 100% set on a road cycling holiday in Italy, then don’t forget to have a look at our range of road cycling holidays in Spain, as well as our choice of road cycling holidays in France and throughout Europe.
Use the tabs below to find out more information about our road cycling holidays in Italy, request trip notes and book online today.
Then check out the cycling alternatives below.
Found 9 holidays
09 to 20 May - Don't miss our latest Grand Tour date! A fantastic exploration of some of Europe's finest coastal routes.
This superb road cycling holiday in France and Italy has become our signature road cycling tour and deservedly so with its miles of great classic riding; it really is a distinctly varied cycling adventure.
Following arrival and an evening of superb Nicoise cuisine in the chic capital of the French Riviera, we ride out of tow...
07 to 14 June - Looking for sparkling sea's and white sandy beaches? Look no further! Guaranteed to run and getting full!
11 to 18 October - Grab yourself some Autumn sunshine and cheap flights on this already guaranteed to run road cycling tour to Sardinia.
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...
20 to 27 June - Take on the mighty Dolomites & awesome Alps during this challenging road cycling tour. Get your climbing legs on!
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 ...
27 June - 04 July - Explore the lovely Italian Lakes during a week of beautiful road cycling, gorgeous food and fine wines.
A superb road cycling holiday in Italy which explores the Nothern 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 yea...
20 to 27 Sept. - Timeless Tuscany on this road cycling tour in Italy. Beautiful accommodation and gorgeous food complete an impressive holiday package.
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...
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...
18 to 25 July - Want to combine your love for challenging climbs and fine wine? Look no further! Our first trip of the year is now a confirmed departure. Join us in this special place in Italy.
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...
A fantastic road cycling tour in the undiscovered mountains of the Garfagnana region of Northern Tuscany in Italy. The chances are that you won't have heard of this region of Italy, but this is good for us, as it allows us to get off the beaten track of "tourist" Tuscany, yet we're close enough to still reap the advantages.
Looking for that elusive ‘once in a lifetime’ trip? Time to get yourself booked onto an iconic journey! All of our long distance trips combine carefully selected routes hand picked by our guides, daily delicious and show stopping picnics, as well as … Continue reading
Last Updated: 23/03/2015
Nearly everyone who rides a road bike has aspirations to conquer a few iconic mountains from the world of professional cycling. If you’ve got your sights set high, we have a wide selection of thrilling tours, all showcasing the very best of … Continue reading
Last Updated: 16/03/2015
The lure of cycling in almost guaranteed sunshine, under blue skies and set against a sparkling coastline, is impossible to resist. Combine those things with superb accomodation and fantastically fresh food, then it’s little wonder our tours around the coastal regions … Continue reading
Last Updated: 02/03/2015
Roll up, roll up! Due to popular demand we’re pleased to announce that a brand new departure has been added to our Grand Tour Road Cycling Holiday. Exploring some of the most stunning coastal scenery in France and Italy, our … Continue reading
Last Updated: 19/02/2015