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.
.png)
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.
Page 4 of 5
Select Order
Order By
Guided
Sardinia - Island Traverse
Guided Electric Mountain Bike Holiday
ELECTRIC MOUNTAIN BIKE HOLIDAY
If you love mountain biking let us show you the thrills of an e-MTB adventure. On this specially designed holiday we’ll be making the most of everything an e-MTB has to offer, with incredible climbs as well as fun descents. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. Remember to select your e-MTB hire when you book a holiday with us.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 12/04/2025 | 19/04/2025 | £2,355.00 |
| 04/10/2025 | 11/10/2025 | £2,355.00 |
- Enjoy a mix of biking from coastal to mountain routes
- Fun downhill through a limestone landscape towards Cala Gonone
- Riding ridgelines on the Urzulei range with 360 views
- Delicious home-cooked food, washed down with tasty local wine
- Riding through the “Blue Zone”
- Refreshing dips in the irresistible clear blue sea
Guided
La Via Claudia
Guided Leisure Cycling Holiday
E-BIKE HIRE AVAILABLE
This holiday is well-suited to both normal bikes and pedal assist e-bikes and you can choose to hire either when you book your holiday 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. You may choose to hire an e-bike on a group or supported tour but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 21/06/2025 | 28/06/2025 | £2,345.00 |
| 19/07/2025 | 26/07/2025 | £2,345.00 |
- Waking up to beautiful views of the Zugspitze, Germany’s highest peak
- Cycling beside the vivid blue waters of the River Inn
- Absorbing the history of an ancient trade route by bike
- Exploring Merano – The Jewel of South Tyrol
- Winding your way through the lovely Vinschgau Valley
- A post-ride, tasty gelato on the shores of Lake Garda
Guided
Dolomiti Discoverer
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 05/07/2025 | 12/07/2025 | £2,465.00 |
| 19/07/2025 | 26/07/2025 | £2,465.00 |
- Admiring from various angles the classic grey and orange jagged peaks of the Dolomites
- Riding the Sella Ronda, part of the Maratona delle Dolomiti, one of Italy’s biggest Gran Fondo events
- Riding the dazzling descents and climbs you yearned to ride whilst watching the Giro d‘Italia
- The sense of achievement at the end of the tour having conquered many climbs at your own pace.
- Superb, mouth-watering and filling Italian food after a day on the bike – plenty of carbs!
Self-Guided
Sardinia - Coast to Coast
Self-Guided Road Cycling Holiday
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 – £1525 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – £1675 01 Sept – 08 Sept
- Riding the roller-coaster road below Mount Arcuentu to the west coast
- Exploring the UNESCO heritage site of Su Nuraxi at Barumini
- Taking a dip in the emerald waters of Sardinia
- Cycling through the Sardinian “Blue Zone”
- Dining on delicious home cooked food, washed down with tasty local wine!
- The stunning descent to Bari Sardo on the East Coast
Guided
Guided
Italy
Prosecco To The Sea
Guided Leisure Cycling Holiday
Duration
7 daysPrices from
£1,925 P.P.
Grade 2: Gentle
Prosecco To The Sea
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 normal 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. |
|---|---|---|
| 14/06/2025 | 20/06/2025 | £1,925.00 |
| 23/08/2025 E-Bike Departure | 29/08/2025 | £1,925.00 |
- 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
Self-Guided
Self-Guided
Italy
Strade Bianche Explorer
Self-Guided Gravel Riding Holiday
Duration
8 daysPrices from
£1,675 P.P.
Grade 3-4 : Moderate/Active
Strade Bianche Explorer
Self-Guided Gravel Riding Holiday
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 throughout July and August)
Season 1 – £1675 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1885 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.
- 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
Guided
Italy
Coast to Coast - Puglia to Cilento
Guided Road Cycling Holiday
Duration
8 daysPrices from
£1,995 P.P.
Grade 3 - 4: Moderate/ Challenging
Coast to Coast - Puglia to Cilento
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 19/04/2025 Fully Booked | 26/04/2025 | £1,995.00 |
| 28/09/2025 Guaranteed | 05/10/2025 | £1,995.00 |
- 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
Self-Guided
Sardinia - Cape to Cape
Self-Guided Gravel Riding Holiday
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
Season 1 – £1595 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – £1825 01 Sept – 08 Sept
There are no departures available between 09 Jun – 31 Aug.
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.
- Climbing up to the Capo Sperone lighthouse to mark the start of your 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 Nuraghic site of Barumini
- Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
- Eating fantastic home-cooked food, washed down with honest local wine!
Guided
Grand Traverse Explorer - South to North
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 26/04/2025 | 17/05/2025 | £5,665.00 |
| 23/08/2025 | 13/09/2025 | £5,665.00 |
| 25/04/2026 | 16/05/2026 | £5,955.00 |
| 29/08/2026 | 19/09/2026 | £5,955.00 |
- 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 Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 12/07/2025 | 19/07/2025 | £2,395.00 |
| 02/08/2025 | 09/08/2025 | £2,395.00 |
- 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
-italy-cycling.jpg)
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.
News, Reviews & Stories
The Story Behind Sardinia Cape to Cape
Exploring Sardinia's incredible off road gravel trails on our unique Cape to Cape adventure.
Meet our local partners in Prosecco
Discover the story behind our new Italian holidays and meet Giovanni, your expert on the local Prosecco region...