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 (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.
Page 1 of 2
Select Order
Order By
Guided
Coast to Coast - L'Adriatico al Tirreno
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 17/05/2025 Last Spaces | 25/05/2025 | $3,480.00 |
| 07/06/2025 | 15/06/2025 | $3,575.00 |
| 13/09/2025 Guaranteed | 21/09/2025 | $3,480.00 |
- 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 Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 22/05/2025 | 07/06/2025 | $5,965.00 |
| 25/09/2025 | 11/10/2025 | $5,965.00 |
| 21/05/2026 | 06/06/2026 | $6,265.00 |
| 24/09/2026 | 10/10/2026 | $6,265.00 |
- 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
Sardinia - Coastal Explorer
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 19/04/2025 | 26/04/2025 | $2,575.00 |
| 24/05/2025 Guaranteed | 31/05/2025 | $2,575.00 |
| 06/09/2025 | 13/09/2025 | $2,575.00 |
| 20/09/2025 | 27/09/2025 | $2,575.00 |
| 04/10/2025 | 11/10/2025 | $2,575.00 |
- 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
Self-Guided
Puglia - The Beautiful South
Self-Guided Road Bike Tour
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 – $2300 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – $2520 01 Sept – 08 Sept
- Savouring the deep red wine of the Salento region and the crisp whites of Locorotondo
- Enjoying the sights of Alberobello, famous for the ‘trulli’
- Exploring the gnarled olive groves in the countryside of Alberobello
- Visiting 2 UNESCO heritage sites; Lecce and Alberobello
- Admiring the Baroque churches of Lecce
- Enjoying the panoramic coastal road between Santa Maria di Leuca and Otranto
Self-Guided
Sardinia - Coastal Explorer
Self-Guided Road Bike Tour
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 – $1990 24 Mar – 08 Jun and 09 Sep – 29 Oct
Season 2 – $2290 01 Sept – 08 Sept
SAVE ON 2025 EARLY SEASON ESCAPES!
- Riding the stunning coastal road from Alghero to Bosa
- Exploring the sandstone coast of Santa Caterina di Pittinuri
- Visiting the Sinis Peninsula and the ancient Roman ruins of Tharros
- The view of Pan di Zucchero on the Nebida coastal ride
- Sweeping down the long descent to Fluminimaggiore and Masua
- Exploring the white beaches running alongside the south west coastal road
Self-Guided
Tuscany - Giro della Toscana
Self-Guided Road Bike Tour
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 – $2205 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2615 17 Jun – 30 Jun and 01 – 02 Sep
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
- Staying in quality accommodation, with fantastically warm hospitality
- Easing along the rolling hills of the ‘Colli Sienesi’
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Stopping off at the lovely San Gimignano and Montalcino
- Chilling out with a post-ride Chianti
Guided
Alps and Dolomites - Giants of the Giro
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 25/07/2025 Fully Booked | 02/08/2025 | $3,345.00 |
| 16/08/2025 | 24/08/2025 | $3,345.00 |
- Cycling through the best alpine and dolomite scenery of Italy
- Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
- Enjoying post-ride relaxation in typical chalet-style mountain hotels
- Re-charging your energy levels every evening with tasty local fayre
- Testing your legs and endurance on the final Monte Grappa climb
- Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa
Guided
Tuscany - Giro della Toscana
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 03/05/2025 Guaranteed | 10/05/2025 | $2,765.00 |
| 31/05/2025 | 07/06/2025 | $2,765.00 |
| 30/08/2025 | 06/09/2025 | $2,765.00 |
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
- Staying in quality accommodation, with fantastically warm hospitality
- Easing along the rolling hills of the Colli Sienesi
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Stopping off at the lovely San Gimignano and Montalcino
- Chilling out with a post-ride Chianti
Guided
Dolomiti Discoverer
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 05/07/2025 | 12/07/2025 | $3,345.00 |
| 19/07/2025 | 26/07/2025 | $3,345.00 |
- 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 Bike Tour
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 – $2070 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – $2275 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
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...