Our local team in Italy can’t wait to show you the incredible cycling, cuisine and culture on their doorstep. Italy is famed for its sublime road cycling, and our tours in the Dolomites, Tuscany and the Italian Lakes will leave you yearning for more. If you prefer to keep your riding more leisurely, then Prosecco, Emilia Romagna, Puglia, Sardinia and Lake Garda offer up the perfect blend of cycling, scenery, food and wine. Mountain bikers and gravel riders will love our exhilarating tours in Sardinia, Tuscany and the Dolomites. Whatever your pedallin’ passion, we’ll take care of every detail so you can simply relax and enjoy a wonderful cycling holiday.
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Destinations (8)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (8)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Leisure Cycling in Italy
Road Cycling in Italy
Mountain Biking in Italy
Gravel Riding in Italy
Family Cycling in Italy
Italy - Grand Traverse
Cycling in Tuscany
Cycling in Sardinia
Cycling in Puglia
Cycling in The Alps and Dolomites
Cycling in Prosecco Region
Cycling in Emilia-Romagna
Cycling in Lake Garda
Destination Guide
We’ve been delivering incredible cycling holidays in Italy for over 20 years! Our passionate local teams are second to none and can’t wait to welcome you.
Tuscany: The iconic Tuscan landscapes cannot fail to captivate the soul! We’re taking cypress trees, endless fields of rippling corn and world-class cultural wonders galore...
Lake Garda: A watery wonder awaits when you join us for a journey exploring the breath taking Lake Garda! Perfect for leisurely riders and families...
The Dolomites: Are you seeking thrilling mountain experiences? Don’t miss our challenging cycling holidays in the Dolomites then!
Sardinia: This wild, rugged island is one of our absolute favourites and the home of Skedaddle Italia. Our cycling holidays here offer something for everyone!
Prosecco Region: This destination offers great cycling with its quiet roads, rolling vineyard-lined hills, and also treats you to some of the best food and wine in Italy.
Puglia: Discover the "heel of Italy" with a cycling holiday in Puglia! Stunning coastal scenery, quiet roads, and rich local culture make it a dream destination for cyclists.
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Guided
NEW! Coast to Coast - Puglia to Cilento
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 28/09/2025 Guaranteed | 05/10/2025 | $2,710.00 |
| 06/10/2025 Guaranteed | 13/10/2025 | $2,710.00 |
- An epic coast to coast journey through southern Italy riding from the Adriatic coast to the Tyrrhenian Sea
- Exploring the UNESCO World Heritage sites of Alberobello, Matera, Padula and Paestum
- Losing ourselves in the labyrinthic white washed alleyways of Noci and Tricarico
- Climbing the hills of little-known Basilicata, to the hill-top villages of Castelmezzano, Calvello and Marsico Vetere
- Cycling through the Dolomiti Lucane, southern Italy’s lesser-known Dolomites
- Enjoying the roller-coaster ride along the Cilento Coast from Palinuro to Paestum
- Sampling southern Italy’s best food and wine
Guided
Guided
Czech Republic, Austria, Slovenia & Italy
NEW! Prague to Venice
Guided Road Bike Tour
Duration
21 daysPrices from
$7,455 P.P.
Grade 3: Moderate
NEW! Prague to Venice
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 05/07/2025 Last Spaces | 25/07/2025 | $7,455.00 |
| 06/06/2026 Last Spaces | 26/06/2026 | $7,835.00 |
| 04/07/2026 Fully Booked | 24/07/2026 | $7,835.00 |
| 01/08/2026 Fully Booked | 21/08/2026 | $7,835.00 |
- A journey from Central Europe to the Mediterranean through four European countries
- Visit the vibrant capitals of Prague, Vienna and Ljubljana
- Learn about the historical Central European regions of Bohemia and Styria
- Explore the UNESCO World Heritage sites of Prague, Cesky Krumlov, Vienna, Graz, and Venice
- Have a well deserved end-of-ride pilsner seated in the village square of a little Bohemian village
- Enjoy quiet countryside roads with sweeping views all the way from Prague to Vienna
- Staying in quality accommodation, with warm traditional hospitality
- Feast on the traditional dishes, desserts and drinks of the Czech, Austrian and Slovenian cuisine.
Guided
Grand Traverse Explorer - South to North
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 23/08/2025 Guaranteed | 13/09/2025 | $7,595.00 |
| 25/04/2026 | 16/05/2026 | $7,975.00 |
| 29/08/2026 | 19/09/2026 | $7,975.00 |
- Riding up the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
- Cycling through 10 UNESCO World Heritage sites and 5 National Parks
- Visiting some of the most important historical and artistic cities in Italy: Lecce, Assisi, Siena, Venice
- The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
- Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
- Cycling from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!
Guided
Lakes of Lombardia
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 12/07/2025 Guaranteed | 19/07/2025 | $3,250.00 |
| * 02/08/2025 Contact Us | 09/08/2025 | $3,250.00 |
- Riding into Switzerland from Lake Maggiore to Lake Lugano
- The ascent to Madonna del Ghisallo and the world famous cycling museum
- Strolling through Bellagio on Lake Como after a great lake-side ride
- Conquering Passo Maniva and the sweeping downhill to Lago di Idro
- Relaxing with a post-ride drink overlooking yet another beautiful lake
- Enjoying good food, fine wines and quality accommodation
Cycling Holidays & Tours In Italy
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Why choose Italy for your cycling holiday?
Come and experience the magic of Italy by bike with beautiful views, impressive architecture, gorgeous coastline, and incredible cuisine. With over 20 years of experience running Italy cycle holidays and Italy bike tours, supported by our dedicated local team, we'e confident we can offer you an enjoyable and memorable holiday in almost any region of the country you wish to visit.
Top destinations for cycling in Italy
From the vineyard-covered rolling hills and medieval villages of Tuscany, Puglia, and Emilia-Romagna, to the towering peaks of the Dolomites and Italian Alps, and the white-sand beaches and azure-blue Mediterranean waters of Sardinia and Sicily, Italy serves as the perfect backdrop to any cycling holiday. Our cycling tours are designed to showcase the best of these regions, making your Italian cycling tour an unforgettable experience.
Decide how you ride
In Italy, we offer a range of cycling tours including road cycling holidays, mountain bike tours, and more leisurely rides or family-oriented itineraries, so there is something for everyone including electric bike tours. Choose your riding grade based on your fitness level. Whether you prefer guided cycling holidays or self-guided cycling holidays, we cater to your needs, ensuring your next bicycle holiday will be one of your best.
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