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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Self-Guided
Prosecco To The Sea
Self-Guided Leisure Bike Tour
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 – $1540 21 Apr – 16 Jun and 03 Sep – 29 Oct
Season 2 – $1625 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
Puglia
Guided Bike Tour
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. |
|---|---|---|
| 08/06/2025 E-Bike Departure Contact Us | 15/06/2025 | $2,845.00 |
| 20/09/2025 Guaranteed | 27/09/2025 | $2,845.00 |
- 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
Self-Guided
Sardinia - Island Flavours
Self-Guided Leisure Bike Tour
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 | $1,880.00 |
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 – $2100 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – $2300 01 Sept – 08 Sept
2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)
Season 1 – $2205 29 Mar – 07 Jun / 09 Sep – 26 Oct
Season 2 – $2425 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 Bike Tour
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 | $1,745.00 |
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 – $2030 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – $2275 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
Self-Guided
Emilia-Romagna - The Food Valley
Self-Guided Leisure Bike Tour
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. 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 – $2030 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2235 17 Jun – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – $2140 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – $2355 15 Jun – 30 Jun and 01 – 08 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.
- Gently cycling on quiet roads and cycle paths through beautiful countryside
- Sampling tasty slow-food produce on the Food Valley Bike route from Cremona to Parma
- Tasting authentic Italian food in their towns of origin such as Parma Ham, Parmigiano Reggiano, Balsamic Vinegar, and Bolognese Ragù
- Visiting the hometown of the famous Italian composer Giuseppe Verdi
- Exploring modern and bustling Modena
- Taking in the vibrant university city of Bologna
Guided
Sardinia - Island Flavours
Guided Leisure Bike Tour
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 E-Bike Departure | 27/09/2025 | $2,575.00 |
| 11/10/2025 Guaranteed | 18/10/2025 | $2,575.00 |
- Checking out the UNESCO heritage site of Barumini Nuraghe
- Enjoying the long descent to Fluminimaggiore and Masua
- Sampling local specialties at Carloforte, on St Pietro island
- Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
- Experiencing the friendliness and hospitality of the Sardinian people
- Discovering the white beaches along the south-west coastal road
Self-Guided
Sicily
Self-Guided Leisure Bike Tour
E-BIKE HIRE AVAILABLE
This tour is well-suited to both normal 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 applicable for all start dates between and inclusive of the stated dates.
2025 24 Mar – 29 Oct (excluding departures from 09 Jun – 31 August)
Season 1 – $2275 24 Mar – 08 Jun and 09 Sep – 29 Oct
Season 2 – $2575 01 Sep – 08 Sep
2026 29 Mar – 26 Oct (excluding departures from 08 Jun – 31 August)
Season 1 – $2395 29 Mar – 07 Jun and 09 Sep – 26 Oct
Season 2 – $2710 01 Sep – 08 Sep
- Visiting the Baroque towns of Modica, Ragusa and Noto, all UNESCO Heritage Sites
- Sampling delicious Sicilian pastries, like cannoli
- Cycling along the beautiful coastal road to Capo Passero
- Exploring the medieval streets of Ortigia di Siracusa
- Enjoying an aperitivo ‘al fresco’ with the locals in one of the many piazzas
- Discovering the astonishing Oasis of Vendicari
Guided
Tuscany to Rome
Guided Electric Bike Tour
E-BIKE TOUR
This holiday has been designed as an e-bike tour allowing 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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 24/05/2025 Guaranteed | 31/05/2025 | $3,060.00 |
| 13/09/2025 Guaranteed | 20/09/2025 | $3,060.00 |
- Staying in Tuscan accommodation overlooking stunning landscapes
- Discovering the amazing towns of Siena, San Quirico and Pienza
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
- Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
- The sense of achievement riding into St Peter’s Square in Rome
Self-Guided
La Via Claudia
Self-Guided Leisure Bike Tour
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 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.
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
Season 1 – $2640 21 Apr – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2900 17 Jun – 02 Sep
2026 21 Apr – 29 Oct
Season 1 – $2775 18 Apr – 14 Jun and 09 Sep – 26 Oct
Season 2 – $3050 15 Jun – 08 Sep
If you‘re looking for a longer holiday, our Lake Garda to Venice route links into this tour perfectly; two self-guided tours of a similar grade that you‘re able to do back to back. Contact us if you’d like more info on this!
- Waking up to beautiful views of the snow-capped Alps
- Cycling beside the vivid blue waters of the River Etsch
- Absorbing the history of an ancient trade route, all by bike
- Exploring Merano – The Jewel of South Tyrol
- Wine tasting in Caldaro, part of the Strade del Vino
- Enjoying an apperitivo in Piazza Arena in Verona
Self-Guided
Tuscany - Pisa to Florence
Self-Guided Leisure Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/09/2025 Guaranteed | 23/09/2025 | $1,595.00 |
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 throughout July and August)
Season 1 – $1760 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2015 17 – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – $1855 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – $2125 15 – 30 Jun and 01 – 08 Sep
Alternatively for a great value holiday select one of our scheduled departures below.
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 between two of Italy’s most iconic cities
- Exploring Pisa, home of the world-famous Piazza dei Miracoli
- Cycling along quiet country lanes through Tuscan countryside
- Cycling past fairy tale Renaissance palaces and villas
- Visiting Vinci, the birthplace of Leonardo da Vinci
- Spending a free day in Florence, the birthplace of the Renaissance
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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