Love Italian Holidays Italian Cycling Holiday

Italian Cycling Holiday

Take a memorable cycling trip through breathtaking Italian scenery, stopping for a taste of wine at a vineyard or a leisurely picnic high up on the hillside. An Italian cycling holiday doesn’t have to mean training for the Giro d’Italia (Tour of Italy race) The key to cycling in Italy is enjoyment.

Find your perfect Italian cycling holiday

Whether pedaling through olive groves, sunflower fields and vineyards, meandering through medieval villages or puffing through spectacular mountains, the mantra is bello in sella (beautiful in the saddle) on an Italian cycling holiday.

Many tour operators name Italy as the numero uno destination for cycling holidays. Our specialist tour operators will transport your bags, mercifully freeing up panniers for your own rich pickings, allowing you to drink in the landscape and pedal (or push) to your heart’s content.

Self-Guided Cycling Tours in Italy

A self-guided tour allows you to cycle at your own pace, with high-quality bikes, route notes and maps supplied on a tried and tested route, then relax in a warm, welcoming hotel at the end of the day and be treated to a sumptuous dinner. Most tours give the option to choose between shorter and easier, or longer and hillier itineraries.

Check out our tour operators offering the perfect Italian cycling holiday.

New cycling holiday in Italy from Headwater

New cycling holiday in Italy from Headwater


The rolling hills of Le Langhe beg to be explored on by bike. You’ll pass by castles and towers, through medieval hilltop villages and vineyards, hazelnut and truffle troves, with plenty of opportunities for tastings.

Alternatively, there are Alpine ascents in Piedmont at over 2,000 metres that will test the most hardcore of cyclists – no surprise that they’re often part of the Giro d’Italia. It’s perfect for those who yearn for an adrenaline-filled, heart-pumping experience.


Endless opportunities for two-wheeled holidays await in Tuscany. Pisa’s Campo dei Miracoli (Field of Miracles) is the starting point for a tour along quiet country lanes, past Vinci, home of the famous Leonardo, past the wetlands at Fucecchio, and onward to Florence. You also have the opportunity to enjoy two days out of the saddle, exploring the beautiful walled-city of Lucca.


A wonderful, walled town, Ferrara and is one of Italy’s most cycle-friendly destinations. You could saddle up and visit here as part of a Guided Bike and Boat holiday to some of Northern Italy’s most enticing cities including Mantova, following the great River Po, ending in Venice. By day picnic by the riverbank, by night re-join the boat in your en suite cabin, and, after a gastronomic feast, be lulled to sleep by the rhythmic lapping of water.


Riccione is becoming a biking mecca with exhilarating routes that pass by the sparkling Adriatic sea and into the lush green countryside. Here you could be based in one hotel with sociable group rides organised every day – suitable for all abilities, from families to slow-and-steady leisure cyclists, to fast pedalers and those on the club circuit.


The refreshing countryside of Lazio, known since ancient times as an extension of the Eternal City, is the perfect escape into the olive groves, vineyards, volcanic lakes, and gardens that dot the landscape.


In Puglia, at the tip of Italy’s ‘heel’, a cycling tour takes you past vineyards, golden beaches, castles and ‘trulli’. Truly unique, the conical dwellings around Alberobello are mysterious and magical. After a gentle ride through wheat-scented hills, the spectacle of the ‘sassi’ houses built into the rocks at Basilicata’s Matera is breathtaking.


Follow the trail around the coastal plains and vineyards of Marsala in the west, marveling at the white salt lakes. Then, attempt the steep ascent to medieval hilltop Erice with its fabulous vistas – or just take the funivia that whisks you up in 12 minutes. You’ll also have a chance to see the fabulous Baroque of eastern Sicily and the UNESCO World Heritage sites.


The perfect way to cycle Sardinia is on a Boat and Bike Tour, where you’ll marveling at the turquoise waters in the north west of the island by day and living aboard a two-masted boat by night. Cycle from the fabled Costa Smeralda to islands within islands – the Arcipelago delle Maddalena and Caprera. Keep an eye out for goats and wild boar. Or ride along the empty beaches and abandoned mines in the south west.

With the guidance of Love Italy operators – your next Italian cycling holiday could well be the most exciting, enjoyable and memorable ride of your life.

Find your next Italian Cycling Holiday