Cycling in Italy guide
Cycling and Italy are intrinsically linked, with a flash of green, white and red adorning apparel the world over to signify the eternal bond between chic style and two wheels. There’s just something about feeling the road, every lump and bump, of watching vineyards roll by, without windows, that allows you to understand what makes Italians tick. You just don’t get that in a car, or on two legs; it’s that added freedom that sets cyclists apart from the pack.
Italians get cycling, their heroes cycle, it’s in their DNA. This goes for drivers too; they’re used to seeing cyclists road training and you might even get cheered on as they pass.![]()
Cycling as part of a small group lets you appreciate the social side of Italy, both on and off the saddle. Tailor made tours offer the freedom to explore under your own steam to create unique experiences; ones that you’ll never want to forget. From Venice and Turin to Puglia and Amalfi, via Tuscany and Umbria, no matter where you are, the wine and the pasta always taste better in Italy, and we think you’ll find the cycling does, too. Read on in our Italy cycling holidays guide.
Self guided or small group trip?
Italy cycling holidays fall into two camps: small group trips with a guide, or tailor made holidays that are self guided. If you enjoy the social side of cycling, and the reassurance of cycling with a tour leader who knows the language, the points of interest and the best places to eat, then small group cycling in Italy may be your thing. On the other hand, if you prefer to cycle at your own pace, enjoy reading route notes and following a map, but also quite like the thought of your luggage ready and waiting for you at the next hand-picked small hotel, then tailor made cycling tours in Italy are going to put the most air in your tyres.
Andrew Ross, an expert from one of our leading European cycling holiday companies, Exodus, shares his advice on tailor made and small group cycling holidays in Italy:
Andrew Ross: “I love the atmosphere and camaraderie of a cycling group, but every once in a while you cannot beat heading off on your own and losing yourself in the experience of riding in a foreign land. After years of exploring on two wheels it is very apparent that there are always many different ways of getting from A to B and the actual planning of a daily route is also something that I find very rewarding. For these reasons I do love the self guided concept.”
Andrew Ross: “The great thing about a guided ride is that the tour leader will share their knowledge and passion for what is likely to be their home region. Not only will you learn a huge amount about the history and culture, but you’ll also get a genuine insight into life here. Whether you’re in a group or on a self guided trip, Italy is the perfect destination as cycling is ingrained within the culture.”
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Our Italy cycling Holidays
Trieste to Pula cycling tour, self guided
Self-guided cycling tours through Italy, Slovenia and Croatia
From
€930 to €1090
8 days
ex flights
Verona to Venice cycling holiday in Italy
Easy cycling holiday through the best of Veneto
From
€495
5 days
ex flights
Lake Garda to Venice cycling holiday, Italy
Easy linear cycling holiday from Verona to Venice
From
€795 to €940
8 days
ex flights
Cilento and Amalfi Coast cycling holiday, Italy
Rocky ridges set between small picturesque inlets
From
£1979 to £2449
8 days
inc UK flights
Matera to Lecce cycling holiday in Italy
Discover the jewels of Southern Italy from Matera to Lecce
From
€965 to €2045
8 days
ex flights
Matera to Puglia cycle in Italy
Nestled between the Adriatic and Ionian seas
From
£2049 to £2699
8 days
inc UK flights
Travel Team
If you'd like to chat about Italy cycling or need help finding a holiday to suit you we're very happy to help.
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Easy cycling in Italy
Packing a Pecorino picnic in your panniers is what makes pedalling in Italy an absolute pleasure. Our easy, introductory cycling holidays will take you over smooth tarmac roads with just a few undulations to ensure you get to enjoy views from the top of a hillside, but without getting too out of puff. Puglia is particularly easygoing, as are some sections of Tuscany, Umbria and even the Dolomites, especially around the lakes. Be honest with yourself: if you’re looking for lazy lunches, afternoons by the beach, or lay-ins after vineyard afternoons - choose an introductory itinerary with distances and gradients to suit.
Moderate cycling in Italy
There are plenty of cycling holidays in Italy that require a moderate level of fitness. Be honest about what you can cope with and don’t opt for a trip with long daily distances (50km) or Tyrolean mountain ascents unless you’re willing and fit enough to push muscles and mind that little bit more strenuously. Moderate cycling tours in Italy are for those who like a challenge, but don’t want to go too far over the top. The route from the South Tyrolean town of Bolzano to the canals of Venice, for instance, includes several challenging climbs around the Berici Hills as well as flat routes along the Bacchiglione River en route to Padova. Just make sure you’re ready for a bit more than a pootle through the park.
Challenging cycling in Italy
Lombardy, in particular, has lots of lovely ups and downs with iconic climbs on Monte Baldo and Monte Grappa just as challenging as the not so well known ascents over the hillsides of Padova and Vicenza. A challenging cycling tour in Italy is for those who want to tackle the Madonna del Ghisallo and the Muro di Sormano - where metres above sea level are marked on the road and the sweat of contestants in the Giro di Lombardia has been burned into the tarmac.
Point to point or centre cycling in Italy
Our cycling holidays in Italy can either be undertaken as part of a small group or on a tailor made and self guided basis. Both options use locally owned accommodation, and the next day’s route will begin from the guesthouse front door or after a short road transfer to the trailhead.
Point to point cycling holidays involve cycling from one place to the next so you’ll be unpacking and packing, but getting to experience different places. Luggage will be transferred for you, so don’t worry about stuffing it all into your panniers. Popular point to point cycling routes include Cabras to Cagliari along the Costa Verde in Sardinia, and Cilento to Minori along the Amalfi Coast.
Point to point cycling holidays involve cycling from one place to the next so you’ll be unpacking and packing, but getting to experience different places. Luggage will be transferred for you, so don’t worry about stuffing it all into your panniers. Popular point to point cycling routes include Cabras to Cagliari along the Costa Verde in Sardinia, and Cilento to Minori along the Amalfi Coast.
Centre based cycling holidays in Italy allow you to settle into a hotel or guesthouse and undertake circular routes or trails close to your accommodation. These sorts of trips can be really relaxing and allow you to get comfortable in one place as well as having the chance to duck out of a day’s activities if you just fancy a rest by the pool. Villabassa and Lake Como in the Lombardy region make for great bases if you’ve got plans to cycle in the Dolomites. Surrounded by both flat lakeside trails and challenging climbs, these locations offer great adventures for any cyclist looking to get unpacked, get orientated and wake up in the same bed each morning.
History, culture & food
Historical, cultural & foodie cycling holidays
Southeast Sicily sings to cyclists seeking the ancient sites of Syracuse as well as Baroque beauty in the towns of Ragusa Ibla and Modica. Opt for a cycling tour in Tuscany and no end of walled hilltop towns and medieval heritage comes to the fore, with the undulating route from Pisa to Florence littered with cultural delights amongst swathes of sunflowers and crumbling farmsteads. Abruzzo offers a feast of locally caught and cooked culinary delights to complement easy going itineraries. Think: olive oil tasting, Chieti wine paths and hearty homemade evening meals. Any cycling tour in Italy will place you in close proximity to no end of vintage villages, verdant vineyards and world famous towns; it’s up to you to decide how much time to spend in the saddle, and how much strolling over cobbled piazzas and tucking into tasty treats
Electric bike cycling in Italy
Lots of our small group and tailor made cycling holidays in Italy allow you to hire an electric bike in place of a regular push bike. If you’ve never tried an electric bicycle before then do consider giving it a go. They are really easy to get the hang of, and take a fair amount of effort out of an uphill climb. It’s a bit like getting an extra push. You still use your leg muscles but you also get to enjoy the scenery and not feel too out of puff at the end, when you’re enjoying a coffee and cornetti at a cafe. For more details, see our electric bikes travel guide.
More about Italy cycling
The best time to go on a cycling holiday in Italy is May or September although the further south you cycle the longer the season extends.
If you’ve always fancied a cycling holiday in Italy but didn’t know where to start, don’t panic; we’ve got cycling in Italy covered from top to toe.
Although Italy’s Amalfi Coast has long been a haven for glitz and glamour, it’s also provided cyclists with some of the world’s most scenic coastal rides.
Cycling in Puglia has a lot to recommend it: the heel of Italy’s boot is flat, as well as dry and sunny.
Cycling in Sardinia lets you explore the island’s magnificent natural beauty while avoiding overcrowded beaches and resorts.
Read our top 10 cycling holidays in Italy and find out where you could be pedalling off to in the not too distant future.
Find out what our Italian cycling experts have to say about where to ride, what to pack and why preparation is the key to successful cycling holidays, in our Italy cycling advice.
