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 (7)
Departure Month
Level of Support
Destinations (8)
Types of Cycling / Grades (7)
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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Self-Guided
Prosecco To The Sea
Self-Guided Leisure Cycling Holiday
E-BIKE HIRE AVAILABLE
This holiday is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities.
Daily departures available. The season prices below are per person, and are applicable for all start dates between and inclusive of the stated dates.
2025 21 Apr – 29 Oct (no departures in July and August)
Season 1 – £1135 21 Apr – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1195 17 Jun – 30 Jun and 01 – 02 Sep
To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.
- Scenic cycling in the UNESCO vineyards of Prosecco
- Plenty of opportunities for wine tasting at the end of a day’s ride
- Superb regional cuisine served on terraces overlooking vineyards
- Pretty medieval towns and historic castles
- Riding close to Venice Lagoon
- Dipping your toes in the Adriatic sea
Guided
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/09/2025 | 27/09/2025 | £2,095.00 |
- Riding some of the classic “Strade Bianche” of Tuscany as well as lesser-known gravel routes
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
- Exploring the region on a mix of terrains
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Relaxing in small villages for a coffee with the locals
- Easing along the rolling hills of the ‘Colli Sienesi’
- Chilling out with a post-ride Chianti or Brunello
Guided
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 13/09/2025 Guaranteed | 21/09/2025 | £2,565.00 |
- An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
- Cycling through the smallest republic in Europe, San Marino
- Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
- Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
- Staying in quality accommodation, with fantastically warm hospitality
- Riding to Gubbio and Assisi, UNESCO World Heritage sites
Guided
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 25/09/2025 Last Spaces | 11/10/2025 | £4,395.00 |
| 21/05/2026 | 06/06/2026 | £4,615.00 |
| 24/09/2026 | 10/10/2026 | £4,615.00 |
- Riding down 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: Lucca, San Gimignano, Pienza, Assisi and Lecce
- 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 to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
Guided
Puglia
Guided Leisure Cycling Holiday
OPTIONAL E-BIKE DEPARTURES
We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/09/2025 Guaranteed | 27/09/2025 | £2,095.00 |
- Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
- Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
- Discovering the traditional Trulli houses of Puglia
- Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
- Stopping at beautiful sandy beaches with turquoise seas
- Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
Guided
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 06/09/2025 | 13/09/2025 | £1,895.00 |
| 20/09/2025 Guaranteed | 27/09/2025 | £1,895.00 |
| 04/10/2025 Guaranteed | 11/10/2025 | £1,895.00 |
- Riding the stunning coastal road from Alghero to Bosa
- The ride to Montiferru through its oak forest
- Sampling delightful Sardinian foods with a vast variety of local wines
- Enjoying the view of Pan di Zucchero on the Nebida coastal ride
- Sweeping down the long descent to Fluminimaggiore and Masua
- Glimpsing the white beaches which hug the south west coast road
Guided
Sardinia - Cape to Cape
Guided Gravel Riding Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 27/09/2025 Guaranteed | 04/10/2025 | £2,095.00 |
- Climbing up to Capo Sperone to mark the start of our journey… and looking out from Capo Mannu over the Med to mark its end!
- Riding scenic gravel roads along the Cabras Lagoon
- Checking out the UNESCO heritage Nuragic site of Barumini
- Scaling the exciting gravel tracks of the Marmilla hills
- Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
- Eating fantastic home-cooked food, washed down with honest local wine!
Guided
Sardinia - Coast to Coast
Guided Mountain Bike Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 11/10/2025 | 18/10/2025 | £2,025.00 |
- Visiting Piscinas Beach – the highest sand dunes in the Med
- Checking out the UNESCO heritage Nuraghe of Barumini
- Riding varied biking trails in real remote mountain areas
- Eating fantastic home cooked food, washed down with local wine!
- Enjoying the stunning scenery of the limestone mountains around Ulassai
- The satisfaction of crossing spectacular Sardinia by bike
Self-Guided
Sardinia - Island Flavours
Self-Guided Leisure Cycling Holiday
E-BIKE HIRE AVAILABLE
This tour is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 02/10/2025 Fully Booked | 09/10/2025 | £1,385.00 |
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2025 24 Mar – 29 Oct (excluding dates from 09 Jun – 31 Aug)
Season 1 – £1545 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – £1695 01 Sept – 08 Sep
2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)
Season 1 – £1625 29 Mar – 07 Jun / 09 Sep – 26 Oct
Season 2 – £1785 01 Sep – 08 Sep
Alternatively for a great value holiday select one of our scheduled departures below.
- Checking out the UNESCO heritage site of Barumini Nuraghe
- Enjoying the long descent to Fluminimaggiore and Masua
- Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
- Sampling local specialities at Carloforte, on St Pietro island
- Experiencing the friendliness and hospitality of the Sardinian people
- Discovering the white beaches along the south-west coastal road
Self-Guided
Puglia
Self-Guided Leisure Cycling Holiday
E-BIKE HIRE AVAILABLE
This tour is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 29/09/2025 | 06/10/2025 | £1,285.00 |
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2025 24 Mar – 29 Oct (excluding departures from 09 Jun to 31 Aug)
Season 1 – £1495 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – £1675 01 Sept – 08 Sept
Alternatively for a great value holiday select one of our scheduled departures below.
- Cycling through lush landscapes of ancient olive groves and vineyards
- Exploring the UNESCO World Heritage town of Alberobello
- Discovering the traditional Trulli houses of Puglia
- Relaxing each evening in comfortable hotels in authentic towns and villages
- Stopping at beautiful, sandy beaches with turquoise seas
- Tasting delicious local products, like extra virgin olive oil and Primitivo wine
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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