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Italy

Cycling holidays in Italy

Italy, with its stunning landscapes, rich history, and world-renowned cuisine, is a dream destination for cycling enthusiasts. From the rolling hills of Tuscany to the rugged coastline of the Amalfi Coast, Italy offers a diverse range of cycling routes that cater to all levels of experience. Whether you're seeking a leisurely ride through vineyards or a challenging climb in the Dolomites, Italy has something for every cyclist. In this article, we'll explore the best cycling routes in Italy, provide practical tips for planning your trip, and share insights to ensure your cycling holiday in Italy is truly unforgettable.

»Read more about our cycling holidays in Italy

6 cycling holidays found

From Bolzano to Venice

Italy - Cycling holiday - 8 days- Distance tour

  • Bolzano, Trento, Verona, Vicenza, Padova, Venice
  • Along the Adige and Brenta rivers and Lake Garda to the sea
  • Beautiful cultural cities
from 975,- p.p.
excl. additional costs
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Puglia

Italy - Cycling holiday - 8 days- Distance tour

  • Alberobello, Ostuni, Manduria, Gallipolli, Santa Maria di Leuca, Otranto, Lecce
  • Sunshine, olive groves and clear seas
  • Trulli houses
from 895,- p.p.
excl. additional costs
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Bolzano

Italy - Cycling holiday - 7 days- Single centre

  • On the edge of the cosy centre with views of the Dolomites
  • Hotel Scala Stiegl
  • Extra: 2 hiking trails
from 680,- p.p.
excl. additional costs
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From Venice to Croatia

Italy - Cycling holiday - 8 days- Distance tour

  • Mestre/Venice, Jesolo/Caorle, Portogruaro, Aquileia, Trieste, Portorož, Poreč
  • Cycling through the lands of the ancient Venetian Republic 'Serenissima'
  • 3-Country tour
from 895,- p.p.
excl. additional costs
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Bella Toscana - 12 days

Italy - Cycling holiday - 12 days- Trekking tour

  • Siena, San Donato, Volterra, Sovicille, Montalcino, Asciano
  • Cycling through Chianti Classico and the Crete Senesi
  • Historic tower town of San Gimignano and Ponte Vecchio in Florence
from 1545,- p.p.
excl. additional costs
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Bella Toscana - 8 days

Italy - Cycling holiday - 8 days- Trekking tour

  • Siena, San Donato, Volterra, Florence, San Gimignano
  • Cycling through Chianti Classico and the Crete Senesi
  • Historic tower town of San Gimignano and Ponte Vecchio in Florence
from 1055,- p.p.
excl. additional costs
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A Cycling Holiday in Italy

Italy’s varied terrain and cultural richness make it an ideal destination for a cycling holiday. At Happy Cycling Holidays, we offer cycling holidays in Italy that let you experience this beautiful and diverse country. Our cycling holidays focus on varied landscapes, rich culture, and delicious food. Whether you are looking for a relaxing cycling holiday or an adventurous trip with challenging bike rides, we have various options, including base holidays and tours for all levels.

Happy Cycling Holidays offers cycling holidays throughout Italy, from the stunning Dolomites and charming Piemonte in the north to the enchanting Apulia in the far southeast. Our most popular destinations include Bolzano, Tuscany, Venice, and the green Umbria. Our offerings include both base holidays, where you stay in the same hotel every night, and tours where you cycle from hotel to hotel. Don't worry about your luggage, as we arrange luggage transport for you during the tours. This way, you can enjoy the cycling and discover all the beauty that Italy has to offer without any worries!

Cycling in Italy

Happy Cycling Holidays's cycling holidays are always individual. Choose your own travel companions and cycle without a guide, allowing you to fully enjoy the freedom and real holiday feeling. All cycling holidays are organized by our own staff. You will stay in the most beautiful and cozy hotels and discover destinations far from the mass tourism.

Would you like to know more about the different trips offered by Happy Cycling Holidays? You can explore all the destinations on our website. If you prefer to browse our trips with a guide from your couch, you can request our travel guide.

Do you have questions about cycling in Italy with Happy Cycling Holidays? Please contact us. We will gladly provide you with extensive advice on the possibilities available for your cycling holiday in Italy.

  • Tours and base holidays
  • Various destinations and difficulty levels
  • Tours with GPS tracks
  • Options for electric bikes
  • Dogs are welcome at several destinations

Best time to go cycling in Italy

The best time for a cycling holiday in Italy is from April to June and September to October, when the weather is mild and the landscapes are at their most beautiful. During these months, you can avoid the peak tourist season and enjoy cooler temperatures, especially in the southern regions and mountainous areas. Summer can be hot, particularly in central and southern Italy, so if you plan to cycle during this time, early morning or late afternoon rides are recommended.

Pick the right cycling holiday in Italy 

Our indicators for difficulty help you pick the trip best suitable to your skill level. Generally speaking the routes for all our biking trips in the Italy, but still have a healthy amount of challenges for more weathered cyclists. 

During our individual cycling holidays, you travel with your own group and without a guide. Armed with a clear map and route description full of attractions, you determine your own travel pace. During the single centre holidays, you take a day trip every day. The cycling routes on our distance holidays take you from hotel to hotel while luggage transport is arranged for you. A similar holiday option are our trekking holidays, where you also travel from hotel to hotel in a circling route and end at your starting point. Last but not least, boat and bike holidays combine the best of both worlds; where you will alternate between cycle routes and boat routes.

When choosing this Whichever trip you choose, with our cycling holidays you are guaranteed to enjoy delightful, carefree days. Fully catered but still with complete freedom!

Our customization options are unique.

Almost every trip can be tailored to your wishes, such as adding an extension. Would you like to speak with us by phone or are you curious about our customization options? Contact our local staff.

Sights worth cycling through Italy for 

The following sights are worth a visit in italy: 

  • Aquileia: Visit the historic Roman port city of Aquileia and explore the 10th-century basilica with its beautiful frescoes and mosaic floors as part of the cycling holiday from Venice to Croatia.
  • Grado: Experience the atmosphere in the historic fishing town of Grado, a popular seaside resort on the Adriatic Sea, included in the "From Venice to Croatia" cycling tour.
  • Florence: Walk through the beautiful Tuscany region and discover the historic city of Florence, known for its rich history and art. This highlight is part of the "Bella Toscana" cycling tours.
  • San Gimignano: Explore the unique and historic tower town of San Gimignano, a highlight on the "Bella Toscana" cycling holidays.
  • Venice: Travel through the beautiful and famous Venice, known for its lovely canals and stunning architecture, as part of the "From Bolzano to Venice" and "From Venice to Croatia" cycling tours.
  • Bolzano: Cycle through the beautiful landscapes of Bolzano, set against the backdrop of the Dolomites. This is featured in the "Bolzano to Venice" and "Bolzano Single Centre" cycling holidays.
  • Puglia: Explore the sunshine-filled region of Puglia, with its olive groves, clear seas, and iconic Trulli houses, as part of the dedicated "Puglia" cycling holiday.
TipVakantie tip

Take the gondola to Oberbozen for a scenic ride with Dolomite views. Pass Klobenstein and the earth pyramids of Ritten, then enjoy a descent to the Brenner Valley and cycle back to Bolzano along the river.

FAQ’s about cycling holidays in Italy

Below you will find the most frequently asked questions about cycling holidays in Italy

Italy is a family-friendly destination, and there are plenty of routes that are suitable for cycling with children. Flat, safe paths around lakes like Lake Garda or the gentle hills of Tuscany are ideal for family cycling trips. Ensure that children wear helmets at all times and take frequent breaks to enjoy the scenery and local attractions. Consider renting bikes with child seats or trailers for younger children, and always plan routes that have access to amenities like rest stops and cafes.

A cycling holiday in Italy offers a combination of beautiful landscapes, rich cultural heritage, delicious food, and a pleasant climate, making it an ideal destination for cycling enthusiasts.

Do you want to cycle in Italy? Then this is a must. In beautiful Bella Toscana, you will find wonderful cycling routes. A well-known cycling tour is our Bolzano cycling holiday. It is highly recommended for cycling enthusiasts.

According to cycling enthusiasts, the most beautiful cycling holidays in Italy are the Bolzano cycling holiday, the Costigliole Saluzzo cycling holiday, and the Saluzzo cycling holiday. All are wonderful cycling holidays with unique attractions.

No, wearing a helmet while cycling in Italy is not legally required for adults. However, helmets are mandatory for children under 18 when cycling outside urban areas. Regardless of legal requirements, wearing a helmet is recommended for safety, especially in busy or unfamiliar areas.

In Italy, cyclists are allowed on most roads, including urban streets, rural roads, and designated cycle paths. However, cycling on motorways (autostrade) and other high-speed roads is prohibited. Many cities and towns have dedicated bike lanes, and there are scenic cycling routes throughout the countryside. Cyclists are encouraged to use bike lanes where available and must follow the same traffic rules as motor vehicles.

Would you like personalized recommendations or assistance?

Do you need more information about our cycling holidays in Italy? Do you have some special wishes? Our travel advisors are happy to assist you. Our travel advisors are happy to assist you. Contact us via e-mail, phone, or chat for personalized support.

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