
Northern Italy Cycling Holidays - Self-Guided & Premium Supported Bike Tours
Ride when you want.
Enjoy full flexibility with departure dates that fit your schedule: you decide when your cycling adventure begins.
Ride where you want.
Each day, choose from multiple route options tailored to your fitness level and riding style.
Ride with whom you want.
Share the journey only with your chosen companions; our tours are private, never group-based.
Discover the Best Cycling Regions in Northern Italy
From the rolling vineyards of the Prosecco Hills to the soaring peaks of the Dolomites, Northern Italy offers some of the most breathtaking cycling terrain in the world. With premium self-guided cycling tours, CyclingHero lets you explore these iconic landscapes at your own pace, with expert local support ensuring every ride is seamless and unforgettable.
Northern Italy is home to legendary Giro d’Italia climbs, scenic passes, and quiet vineyard roads — the ultimate destination for North American cyclists seeking a true Italian cycling holiday. Explore our signature cycling regions:
The Land of Venice – Veneto, Prosecco Hills & Lake Garda
Ride through gently rolling hills, picturesque vineyards, and charming medieval towns. The Land of Venice is ideal for cyclists seeking scenic routes that combine flat stretches with challenging climbs, offering the best of both road and gravel cycling in Italy.
Dolomites & Stelvio – Dolomites, Bormio & the Stelvio Pass
Tackle some of the world’s most iconic alpine climbs, including the Stelvio Pass and legendary Dolomite passes. This region is ideal for cyclists seeking epic elevation, cinematic scenery, and a true challenge-packed Italian cycling adventure.
Apennines & Coastlines – Emilia-Romagna, Tuscany & Cinque Terre
From the Adriatic coast of Emilia-Romagna to Tuscany’s rolling hills and the dramatic Cinque Terre coastline, this region combines scenic climbs with historic towns and breathtaking seascapes. Perfect for riders looking for a mix of self-guided road cycling, coastal rides, and mountain climbs in Italy.
Wine & High Peaks – Piedmont’s Langhe & Western Alps
Discover the world-famous vineyards of the Langhe and the high Alpine peaks along the French border. This region offers a blend of wine country rides, challenging alpine climbs, and stunning Northern Italy scenery, ideal for cyclists seeking both adventure and indulgence.
Whether you’re planning a luxury cycling tour or a self-guided bike trip in Northern Italy, CyclingHero ensures every ride is supported, safe, and unforgettable. Click on the map above and start exploring your next Italian cycling adventure.
The Regions We Ride

Veneto & Prosecco Hills
Ride through rolling vineyards, medieval towns, and quiet backroads in Veneto’s Prosecco Hills. Ideal for self-guided cycling tours in Northern Italy, combining gentle climbs, scenic views, and authentic Italian charm. READ MORE ->

Dolomites
Towering peaks, legendary Giro d’Italia climbs, and cinematic switchbacks. Our Dolomites cycling tours combine epic ascents with boutique accommodations and expert local support for an unforgettable alpine adventure. READ MORE->

Bormio & Stelvio
Home to the iconic Stelvio Pass, Bormio offers alpine climbs, mountain culture, and thrilling roads. Our Stelvio cycling tours provide full support for an epic high-altitude challenge in Northern Italy. READ MORE->

Lake Garda
Ride lakeside, through vineyards, and along scenic mountain ridges at Lake Garda. Perfect for an unforgettable cycling holiday, combining lakeside routes, alpine views, and Mediterranean charm for riders of all levels. READ MORE->

Emilia-Romagna & Tuscany
From the Adriatic coast to Tuscany’s rolling hills, enjoy climbs, historic towns, and Italian cuisine. Our Emilia-Romagna & Tuscany cycling tours offer cultural immersion, scenic rides, and expert local support. READ MORE->

Piedmont
Vineyards meet mountains in Piedmont. Ride through Langhe’s Barolo hills to Western Alps peaks on our Piedmont cycling tours, blending gourmet landscapes, epic climbs, and unforgettable Northern Italy scenery. READ MORE->






I was more than satisfied and had a terrific time. The riding, routes, hotels, the Giro watching spots, dinner spots…all top notch. It felt very "bespoke" without being stuffy. Bob and Caterina and Puppers…Italy’s best hosts. I will return…Stelvio next!

"CyclingHero: really, the best cycling experience of my life, bar none."

"If you want to book a cycling trip in Italy in the Dolomites and Prosecco Hills region, then CyclingHero is the tour company for you! The personal touch and attention to detail will allow you to enjoy your vacation and experience the Italian culture."

"What a great trip! We were comfortable from start to finish with the itinerary, logistics, routes, directions, app, places to go post-ride, etc. What an experience. Across the board it was awesome and we are planning on taking another tour."

"This CyclingHero adventure was absolutely amazing - I saw parts of Italy that I'd never likely see during a normal tourist visit, all while doing what I love more than anything - cycling! The terrain was incredible, the vistas unforgettable, and the organizers are highly experienced, and thus have thought through all the fine details of a cycling adventure of this sort."

"Everything a cycling trip should be with a twist of technology!"

"What an incredible experience. High end, fantastic hotels, and incredible scenery. I love the concept. I'm not one for organized events with people that I don't know. There can be too much starting, stopping, waiting, and indecision when you have a group of different people of different abilities that don't know each other."

"The selection of hotels, bars and restaurants recommended were top notch, and the whole trip was delivered at a great price considering the high-end nature of the itinerary."

"Without a doubt, the CyclingHero tour was the best cycling week of my 20+ years of cycling. A real challenge, but perfectly curated, and with excellent support throughout the trip."

"The itinerary was very well thought out and rides built on each other, culminating in a spectacular climb of the Monte Grappa. A memorable experience - highly recommended!"
Let Us Help You Create the Perfect Cycling Adventure
Tell us about your dream tour, and we’ll send you customised recommendations. Let us show you why CyclingHero is one of the best cycling tour companies in Italy for avid cyclists.