Italy Cycling Holidays

Cycling is more than just a great way to get to work, stay fit and keep your household’s carbon emissions low… It’s also good for the soul. It allows us to feel at peace and content, working wonders for our mental health and personal wellbeing as we pump

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The good news, however, is that there are a multitude of incredible cycling destinations all over Europe. These places offer passionate cyclists an opportunity to hone or even test their skills while also enjoying some of the most staggeringly beautiful views in the world.

In Italy they’re as passionate about cycling as they are about food, fashion and… Well… pretty much else to which the Italians turn their hands. Home to a great number of natural and architectural marvels, Italy also has some of Europe’s finest cycling routes…

Most popular cycling areas in Italy

You’ll find no shortage of wonderful places in which to pump those pedals in Italy. Some of the most famous cycling destinations for Italians and tourists alike include;

Lake Garda- Within striking distance of Venice and the beach resort of Lido di Jesolo, Lake Garda has no shortage of stunning scenery, nestled as it is between the Dolomites and the Alps. There are plenty of flat cycling trails here for beginners as well as more mountainous terrain for veterans.

Tuscany- One of the most famously beautiful regions of Italy has a lot to offer cyclists of all levels of experience and proficiency. Some of the best can be found in the walled medieval town of Lucca where motor vehicles are largely banned. Easy riding, stunny architecture and few cars? Sounds like bliss to us!

Sardinia- Known for its sandy beaches and rugged, yet verdant terrain Sardinia offers a wealth of unique challenges for cyclists. Cycle along the coastline if you feel like an easy ride or venture up into the mountains if you feel more like an adventure.

History of cycling in Italy

Like most of Europe, Italy fell in love with cycling at the end of the 19th century and when motorised vehicles came to the region the humble bicycle came to represent the nobility of the Italian working class. Perhaps Italy’s most famous cyclist was Enrico Toti, the First World War volunteer who cycled with just one leg and became a national hero after his death on the front.

Famous races in Italy

Italy plays host to a wide range of well-known cycling races. Chief amongst them is the Giro d'Italia (Italy’s equivalent of the Tour de France). However, there are a multitude of other famous races including the Giro de Medio Brenta, Milano Torino, Gran Piemonte and Coppa Agostoni - Giro delle Brianze to name but a few. The amateur scene is also big with a whole host of events in the Gran Fondo sporting calendar including the Nove Colli, Strade Bianche, Granfondo La Fausto Coppi, Eroica and the Gran Fondo Prosecco to call out just a few.

When to Visit

July and August can be punishingly hot in Italy, not to mention extremely busy due to the influx of tourists. September is still fairly busy, although not quite as bad as August and offers far more clement weather.

Latest Italian Tours

Road Cycling €474
Discover Appennio & Montefeltro

A scenic bicycle tour of 6 nights and 7 days, far away from traffic, with the only goal to discover the Appennino and Montefeltro, riding along between Romagna and the Marche. The first 2 nights of the…


  • Italy - Tuscany
  • 7 Days / 6 Nights
  • Intermediate
Road Cycling £699
Nove Colli

The Nove Colli (nine hills) is widely regarded as the first ever sportive. The original event took place in 1970 organised by the local cycling club who still to this day run the sportive. It is now a…


  • Italy - Northern Italy
  • 5 Days / 4 Nights
  • Expert
Road Cycling £679
Stelvio Santini

The Italian Alps are distinct from the French peaks to the west, the Austrian and Swiss mountains to the north and the Dolomites to the east. The region around Bormio holds three of European cycling’s…


  • Italy - Italian Alps
  • 5 Days / 4 Nights
  • Expert
Road Cycling £999
Maratona dles Dolomites

There are many amazing sportives around, but for our money there are only three that every cyclist has to ride at some point in their lives. The other two are in France, riding a stage of the Tour at the…


  • Italy - Dolomites
  • 5 Days / 4 Nights
  • Expert
Road Cycling €3350
The Ultimate Dolomites & Stelvio

Journeying over the most prestigious peaks and dramatic landscapes that the Dolomites are renowned for, as well as conquering the truly iconic 2,757m high Passo dello Stelvio, if you have a passion for…


  • Italy - Dolomites
  • 8 Days / 7 Nights
  • Expert
Road Cycling £1640
Italy - Via Francigena (Tuscany to Rome) - Guided Leisure Cycling Holiday

<p>Join us on this guided cycling holiday in Italy where we'll be tracing the steps of the Via Francigena, an ancient route packed full of historical gems and idyllic Italian countryside. Once the favoured…


  • Italy - Tuscany
  • 9 Days / 8 Nights
  • Hard
Road Cycling £1295
Italy - A Taste of Tuscany - Guided Leisure Cycling Holiday

<p>This fantastic cycling holiday in Italy really showcases&nbsp;the beautiful&nbsp;Tuscan countryside. Rural Tuscany is synonymous with undulating green hills capped by medieval tile-roofed towns punctuated…


  • Italy - Tuscany
  • 7 Days / 6 Nights
  • Intermediate
Road Cycling £1625
Italy - Italian Dolomites - Guided Road Cycling Holiday

<p>Here is an amazing opportunity to take on the mighty Dolomites during a fantastic week of road cycling designed to appeal to experienced cyclists who love the challenges of riding in the mountains.</p> …


  • Italy - Dolomites
  • 8 Days / 7 Nights
  • Hard
Road Cycling £1325
Italy - Sardinia - Island Flavours - Guided Leisure Cycling Holiday

<p>Cycling in Sardinia really doesn't get much better than this! Our Island Flavours holiday will see us cycling in Sardinia’s south-west corner, a region bursting with variety; from expanses of vineyards…


  • Italy - Sardinia
  • 8 Days / 7 Nights
  • Intermediate
Road Cycling £3965
Italy - Grand Traverse - South to North (22 days) - Guided Road Cycling Holiday

<p>Due to popular demand we have put together the ultimate 3 week tour - and Italian Grand Traverse riding from South to North - and what better way to end than the magical Venice - this stunning city…


  • Italy - Northern Italy
  • 22 Days / 21 Nights
  • Intermediate
Road Cycling £2135
Italy - Raid Dolomiti - Guided Road Cycling Holiday

<p>Our Raid Dolomiti road cycling holiday is one of 2 Raids within our Classic Road programme and the most challenging of all.</p> <p>During a week of breathtaking cycling you’ll ride a total of 1,000km…


  • Italy - Dolomites
  • 10 Days / 9 Nights
  • Expert
Road Cycling £1695
Italy - Italian Alps - 2019 Giro Special - Guided Road Cycling Holiday

<p>A superbly challenging ride in Italy that visits the Italian Alps during the country's most important professional race: the Giro d'Italia. Lakes, huge castles, vineyards and dramatic mountain peaks…


  • Italy - Italian Alps
  • 8 Days / 7 Nights
  • Hard
Road Cycling £1495
Italy - Puglia - Guided Leisure Cycling Holiday

<p>A guided cycling holiday exploring the Apulian region of Italy, located in the Southeast, known as the heel of Italy’s boot. The region is steeped in history, governed by the Greeks, Romans and Spaniards…


  • Italy - Southern Italy
  • 8 Days / 7 Nights
  • Easy
Road Cycling £1595
Italy - Italian Alps - Guided Road Cycling Holiday

<p>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…


  • Italy - Italian Alps
  • 8 Days / 7 Nights
  • Hard
Mountain & Off-Road £1495
Italy - Sardinia - Coast to Coast - Guided Mountain Bike Holiday

<p>A brilliant place to place <a href="https://www.skedaddle.com/uk/biking/holidays/location/Italy/13">mountain bike holiday in Italy</a>, great fun for bikers of all ability from fit cyclists with some…


  • Italy - Sardinia
  • 8 Days / 7 Nights
  • Intermediate
Road Cycling £1495
Italy - Tuscany Tourer - Guided Road Cycling Holiday

<p>An easy paced road cycling holiday in Italy that explores one of the country's premier cycling destinations. Tuscany - the word itself is evocative, conjuring images of classic Italian landscapes, rolling…


  • Italy - Tuscany
  • 8 Days / 7 Nights
  • Intermediate