Personalized Trips for
Independent Cyclists
Road & Gravel Bike Tours In Italy
Why CyclingHero
Browse Our Trips
Explore the different cycling tours we have to offer. Our tours can be easily customized to your needs and personal schedule. Choose the trip length, the region, or your bucket list of climbs.
The Regions We Ride
Cycling Veneto & the Prosecco Hills
Home to 8 out of the 58 UNESCO World Heritage Sites to be found in Italy, the Veneto offers a ‘smörgåsbord’ of geography: from the flat plans in the south to the high mountains in the north...
Cycling the Dolomites
If you were given a blank canvas and tasked with creating the perfect playground for cyclists then it would more than likely look exactly like the Dolomites. Part of the Southern Limestone Alps...
Cycling the Lake Garda
Lake Garda, also known as Benaco, is the largest lake in Italy sitting on the edge of the Alps roughly midway between Venice and Milan and has been a prime tourist destination for centuries...
Cycling Bormio & the Italian Alps
There are few better situated towns than Bormio if you’re looking for an adventure in the high mountains. Surrounded by an embarrassment of riches with a handful of the most famous climbs in the world of cycling...
Cycling Emilia-Romagna & Tuscany
Journey through the mesmerizing expanse between Florence and Bologna, embracing the legendary Romagna region. Here lies the Appennino Tosco-Emiliano...
Cycling Piedmont
"Piemonte" means "at the foot of the mountain", a fitting name for a region framed by both the Alps and the Apennines. Nestled within this majestic landscape, Piedmont holds some of Italy’s most outstanding treasures...
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 be in touch with our customised recommendations just for you.
