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Active Holidays in Italy

Self-guided active tours and holidays in Italy

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Active Tours in Italy

Cycling Holiday from Klagenfurt to Bolzano

7 Days Moderate

This self-guided cycling tour from Austria to Italy follows the Drau Cycle Path through alpine valleys, historic towns, and vineyards, with moderate rides and overnight stops in Villach, Lienz, and Bruneck to explore local culture and landmarks.

From: €1,270/person

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Emilia-Romagna Bike Tour

8 Days Moderate

This self-guided cycling holiday in Emilia-Romagna, Italy, starts and ends in Ravenna and takes you on a relaxed route through historic towns, flat countryside, and scenic wetlands, perfect for every cyclists who enjoy culture, local food, and gentle daily rides.

From: €1,277/person

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Slovenia and Italy Hiking Tour

5 Days Moderate

This five-day walking holiday takes you from Slovenia’s wine hills through historic towns and scenic trails to Italy’s Adriatic coast, ending in the vibrant city of Trieste.

From: €795/person

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The Prosecco Vineyards Loop

7 Days Moderate

Explore Northern Italy’s Prosecco Hills on a relaxed 7-day cycling tour, weaving through vineyards, historic towns, and rolling countryside, with daily rides from Treviso to Conegliano, Valdobbiadene, Bassano del Grappa, and back.

From: €1,237/person

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Tuscany walking holidays

8 Days Moderate

An 8-day self-guided hiking journey through the heart of Tuscany, from Florence to Siena, combining scenic trails, hilltop villages, and authentic Italian flavors.

From: €1,195/person

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Umbria Walking Tour: From Assisi to Spoleto

6 Days Moderate

Discover the peaceful charm of central Italy on a self-guided walking holiday through Umbria, where daily routes between Assisi and Spoleto lead you along gentle trails through vineyards, olive groves, and timeless hilltowns—perfect for travelers seeking relaxed yet rewarding walking holidays in Italy.

From: €735/person

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Why Choose Us for Your Active Holidays in Italy?

taly shines as a top destination for both self-guided and guided cycling tours, offering breathtaking landscapes perfect for active holidays in Italy.

Whether you prefer the freedom of self-guided travel or the expertise and companionship of a local guide, our cycling adventures let you experience Italy in the most immersive and unforgettable way.

Our carefully crafted itineraries take you through rolling hills, picturesque vineyards, charming historic towns, and peaceful countryside, allowing you to discover Italy’s natural beauty, cultural treasures, and warm hospitality.

With a generally mild Mediterranean climate, Italy is ideal for cycling from spring through autumn, making bike tours in Italy a perfect choice even during quieter shoulder seasons.

We make planning your ideal cycling trip effortless, offering 24/7 support, reliable equipment, and flexible options—whether you choose self-guided tours or fully guided private journeys.

All tours include detailed maps or GPS navigation, expertly designed routes, and high-quality accommodations. On guided tours, our knowledgeable local guides will lead the way, sharing fascinating stories, insider tips, and ensuring a safe and engaging adventure.

Let us handle the logistics while you enjoy every moment of your Italian cycling holiday, with or without a guide.

 

Book your cycling tour in Italy today and uncover the hidden gems of this vibrant, bike-friendly country.

Top Regions for Active Holidays in Italy!

Tuscany (For lovers of wine and cycling)

Tuscany (For lovers of wine and cycling)

Tuscany is not just a land of art and history, but also a dream destination for cycling tours in Italy. Its rolling hills, bordered by vineyards and olive groves, are perfect for relaxed cycling. In addition, many paths are also suitable for hiking, where you can explore medieval villages and take in stunning views. You can enjoy a Tuscany walking tour from Florence to Siena, or simply stop in a local tavern for a glass of wine. For food lovers, try local Chianti Classico wine, wild boar salami, and of course, prosciutto.

Our tour: Umbria Walking Tour: From Assisi to Spoleto

Emilia-Romagna (Gastronomy and flat trails)

Emilia-Romagna (Gastronomy and flat trails)

For those who want more relaxed trails and top-class cuisine, Emilia-Romagna is the ideal choice. This region is famous for its food and offers numerous flat cycling paths that are suitable for all ages and fitness levels. This is a great choice for self-guided cycling in Italy. You can enjoy cycling along flat roads from Ravenna, crossing vineyards and stopping in small villages. While there, visit cities like Ravenna with its Byzantine mosaics and Bologna, the culinary capital of Italy. Be sure to try local dishes like tortellini, lasagne, and Parmigiano Reggiano.

Our tour: Emilia-Romagna Bike Tour

 

Things to Know

What are self-guided cycling tours in Italy?

Self-guided cycling tours in Italy are a great way to discover the country's different landscapes at your own pace. We'll give you detailed GPS routes, maps, and we'll arrange your accommodation and luggage transfers between stops. You'll ride independently, while we take care of all the logistics, so you can just enjoy your cycling holiday in Italy.

How physically demanding are the cycling tours in Italy?

Our cycling tours in Italy are categorized by difficulty: Easy, Moderate, or Challenging. We provide daily distances and elevation details so you can choose the right tour for you. Easy routes are generally flatter and shorter, great for casual cyclists, while Challenging tours include longer rides and hill climbs, suitable for more experienced riders.

When is the best time for cycling holidays in Italy?

The best time for cycling in Italy is usually from April through October. However, in alpine areas like the Dolomites, May to September offers the best weather for bike tours. Italy's mild climate allows for pleasant rides even during the low seasons.

What should I do if the weather in Italy turns bad during my cycling trip?

We hope for sunshine, but the weather can be unpredictable. We recommend monitoring local forecasts regularly. On self-guided tours, you can adjust your schedule or take rest days if needed, although this may affect your itinerary. Some routes may offer indoor attractions or alternative transport options, which we will note in your tour information.

How is luggage handled during cycling tours in Italy?

On days when you move between accommodations, simply leave your luggage at the hotel reception by the agreed time in the morning (usually around 9 AM). Our transport partners will deliver your bags to your next hotel, typically by late afternoon. This way, you cycle light, carrying only essentials in a daypack.

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Self-guided


Those who like a good adventure and limitless flexibility should go on a self-guided cycling holiday. We prepare the itinerary and book your accommodations; You enjoy the journey without our guide, being fully in charge of all the daily decisions. While you'll have the full support of our team in case of any emergencies or concerns, a certain level of self-reliance is required.

Customer Reviews

Mateja Dovzan

Verified Customer

Overall a very nice experience, would recommend it 100%. We went cycling and hiking through Slovenia and Austria. Athought the weather wasnt the best alk the time, the trip was amazing.

Gasper Krasevec

Verified Customer

I had an amazing experience with Europe Wonder! From start to finish, everything was well-organized and stress-free. The itinerary was perfectly balanced between sightseeing and relaxation. Highly recommend Europe Wonder for anyone looking to explore Europe.

Karl Dietze

Verified Customer

Were in Slovenia over Easter and wanted to go on a mountain bike tour. Since our hotel didn’t have any bikes, we had to look for a provider locally. Luckily, Europe Wonder organized everything very well and we were able to enjoy our trip.

Kaya Gacnik

Verified Customer

I had an incredible experience on the tour around Budapest! Everything was perfectly organized from start to finish — transportation, schedule, and all the details were taken care of. Our guide was absolutely fantastic: knowledgeable, friendly, and passionate about the city. I felt completely at ease throughout the entire trip. Highly recommend!

Luka D.K.

Verified Customer

Had a wonderful trip! Went to a trip to explore history of Balkans. Amazing service and everything on time. Would recommend if you do not want to worry about planning.

Matija Kuncic

Verified Customer

My mother wanted a weekend trip to Slovenia for her birthday. I don’t know much about Slovenia and so I turned to Europe Wonder. They planned the whole trip and organized everything. On the first day we went on a bike tour on the really beautiful Lake Bled (highly recommended) and on the second day we went to the capital Ljubljana. My mother found the experience unforgettable. Europe wonder took us to exactly the right places and restaurants and organized everything we needed. Highly recommended for stress-free travel!

Zan Brezovnik

Verified Customer

Europe Wonder was recommended to me by a coleuge at work, and I expected a decent service. I must say it absolutley exeeded all my expectations and we had an amazing time getting to know the Slovenian landscape. Everything was planned perfectly, could not have asked for better service. Definetly cannot recommend them enough!

Sebastian D. B.

Verified Customer

Absolutely loved my day in Ljubljana with Europe Wonder 🙂 It was my first time in Slovenia and I honestly didn’t expect Ljubljana to be this beautiful. I booked the “Food and Culture of Ljubljana” experience and it really exceeded my expectations. From tasting local dishes and wines to exploring the city’s streets and ending the day with dinner at the castle – everything was just perfectly organized. Super happy I did this – it was the perfect introduction to the country. I’d recommend it to anyone coming to Slovenia for the first time!!

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