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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Guided
Tuscany to Rome
Guided Electric Bike Holiday
E-BIKE HOLIDAY
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. |
|---|---|---|
| 13/09/2025 Guaranteed | 20/09/2025 | £2,255.00 |
- 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 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 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 – £1945 21 Apr – 16 Jun and 03 Sep – 29 Oct
Season 2 – £2135 17 Jun – 02 Sep
2026 21 Apr – 29 Oct
Season 1 – £2045 18 Apr – 14 Jun and 09 Sep – 26 Oct
Season 2 – £2245 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!
- Starting your week at the picturesque Lake Resia, admiring the bell tower peeking through the waves
- 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 Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/09/2025 Guaranteed | 23/09/2025 | £1,175.00 |
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 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1485 17 – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – £1365 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – £1565 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
Bike and Boat
Venetian Waterways (Venice to Mantova)
Bike and Barge 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. |
|---|---|---|
| 14/06/2025 Vita Pugna | 21/06/2025 | £1,745.00 |
| 21/06/2025 Ave Maria Guaranteed | 28/06/2025 | £2,225.00 |
| 28/06/2025 Vita Pugna Fully Booked | 05/07/2025 | £1,625.00 |
| 05/07/2025 Ave Maria | 12/07/2025 | £2,025.00 |
| 12/07/2025 Vita Pugna Fully Booked | 19/07/2025 | £1,625.00 |
| 19/07/2025 Ave Maria Guaranteed | 26/07/2025 | £2,025.00 |
| 26/07/2025 Vita Pugna Fully Booked | 02/08/2025 | £1,625.00 |
| 02/08/2025 Ave Maria Fully Booked | 09/08/2025 | £2,025.00 |
| 09/08/2025 Vita Pugna Fully Booked | 16/08/2025 | £1,625.00 |
| 16/08/2025 Ave Maria | 23/08/2025 | £2,025.00 |
| 23/08/2025 Vita Pugna Fully Booked | 30/08/2025 | £1,885.00 |
| 30/08/2025 Ave Maria | 06/09/2025 | £2,425.00 |
| 06/09/2025 Vita Pugna Fully Booked | 13/09/2025 | £1,885.00 |
| 13/09/2025 Ave Maria Fully Booked | 20/09/2025 | £2,425.00 |
| 20/09/2025 Vita Pugna Fully Booked | 27/09/2025 | £1,885.00 |
| 27/09/2025 Ave Maria Fully Booked | 04/10/2025 | £2,425.00 |
| 04/10/2025 Vita Pugna Fully Booked | 11/10/2025 | £1,885.00 |
| 11/10/2025 Ave Maria | 18/10/2025 | £2,425.00 |
| 18/10/2025 Vita Pugna | 25/10/2025 | £1,745.00 |
| 25/10/2025 Ave Maria | 01/11/2025 | £2,225.00 |
- Cycling through some of Northern Italy’s most enticing cities
- Staying on board the modern, bright and spacious Ave Maria or the traditional Vita Pugna
- Exploring the beautiful city of Venice
- Riding alongside the River Po, the longest river in Italy
- Experiencing the Po Delta, one of Europe’s largest wetlands
- Spending the day discovering Mantova
Bike and Boat
Venetian Waterways (Mantova to Venice)
Bike and Barge 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. |
|---|---|---|
| 14/06/2025 Ave Maria | 21/06/2025 | £2,225.00 |
| 21/06/2025 Vita Pugna | 28/06/2025 | £1,745.00 |
| 28/06/2025 Ave Maria Fully Booked | 05/07/2025 | £2,025.00 |
| 05/07/2025 Vita Pugna | 12/07/2025 | £1,625.00 |
| 12/07/2025 Ave Maria Fully Booked | 19/07/2025 | £2,025.00 |
| 19/07/2025 Vita Pugna | 26/07/2025 | £1,625.00 |
| 26/07/2025 Ave Maria | 02/08/2025 | £2,025.00 |
| 02/08/2025 Vita Pugna Fully Booked | 09/08/2025 | £1,625.00 |
| 09/08/2025 Ave Maria Fully Booked | 16/08/2025 | £2,025.00 |
| 16/08/2025 Vita Pugna Fully Booked | 23/08/2025 | £1,625.00 |
| 23/08/2025 Ave Maria | 30/08/2025 | £2,425.00 |
| 30/08/2025 Vita Pugna Fully Booked | 06/09/2025 | £1,885.00 |
| 06/09/2025 Ave Maria Fully Booked | 13/09/2025 | £2,425.00 |
| 13/09/2025 Vita Pugna Fully Booked | 20/09/2025 | £1,885.00 |
| 20/09/2025 Ave Maria Fully Booked | 27/09/2025 | £2,425.00 |
| 27/09/2025 Vita Pugna Fully Booked | 04/10/2025 | £1,885.00 |
| 04/10/2025 Ave Maria | 11/10/2025 | £2,425.00 |
| 11/10/2025 Vita Pugna Fully Booked | 18/10/2025 | £1,885.00 |
| 18/10/2025 Ave Maria | 25/10/2025 | £2,225.00 |
- Cycling through some of Northern Italy’s most enticing cities
- Staying on board the modern, bright and spacious Ave Maria or the traditional Vita Pugna
- Spending the day discovering Mantova
- Riding alongside the River Po, the longest river in Italy
- Experiencing the Po Delta, one of Europe’s largest wetlands
- Finishing your trip in beautiful Venice
Guided
Tuscany - Sacred Routes
Guided Mountain Bike Holiday
E-MTB HIRE AVAILABLE
This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 06/09/2025 | 12/09/2025 | £2,065.00 |
- Staying in lovely Tuscan accommodation overlooking stunning landscapes
- Riding the Montagnola trails, the location of a well-known Sienese MTB race
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Riding down the Crete Senesi on a roller-coaster ridge ride
- Enjoying the journey across Tuscany on a variety of terrain
- Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
Self-Guided
Classic Tuscany
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. 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. |
|---|---|---|
| 28/09/2025 | 04/10/2025 | £1,195.00 |
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 – £1335 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1575 17 Jun – 30 Jun and 01 – 02 Sep
Alternatively for a great value holiday, please 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.
- Staying at Tuscan farms overlooking stunning countryside
- Visiting the famous towns of Monteriggioni, Radda in Chianti and Siena
- Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
- Trying delicious, regional dishes
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site
Self-Guided
Lake Garda to Venice
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.
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 (excluding dates throughout July and August)
Season 1 – £1775 21 Apr – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1995 17 Jun – 30 Jun and 01 – 02 Sep
2026 18 Apr – 26 Oct (excluding dates throughout July and August)
Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct
Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep
If you‘re looking for a longer holiday, our Via Claudia 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!
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.
- Enjoying a swim in Lake Garda
- Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
- Absorbing the hidden Rennaisance gems of the ‘belpaese’
- Exploring Verona – a piece of art in itself
- Discovering the medieval fortification of Montagnana
- Taking a gondola ride along the canals of Venice
Self-Guided
Self-Guided
Italy
Lake Garda to Venice
Self-Guided Family Cycling Holiday
Duration
8 daysPrices from
£1,775 P.P.
Grade 2 : Gentle
Lake Garda to Venice
Self-Guided Family 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 21 Apr – 29 Oct (excluding dates throughout July and August)
Season 1 – £1775 21 Apr – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1995 17 Jun – 30 Jun and 01 – 02 Sep
2026 18 Apr – 26 Oct (excluding dates throughout July and August)
Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct
Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep
We can offer the following discounts for children under 18:
We can offer a 20% discount for any child under 18 travelling with 2 fully-paying passengers. If you’re happy to share a family room (where available) we can often offer an additional 10% – please chat to our team about your preferred rooming arrangements.
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.
- Enjoying a swim in Lake Garda
- Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
- Absorbing the hidden Rennaisance gems of the ‘belpaese’
- Exploring Verona – a piece of art in itself
- Discovering the medieval fortification of Montagnana
- Taking a gondola ride along the canals of Venice
Guided
La Via Claudia
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. 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. 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 Fully Booked | 28/06/2025 | £2,385.00 |
| 19/07/2025 Fully Booked | 26/07/2025 | £2,385.00 |
| * 23/08/2025 Contact Us | 30/08/2025 | £2,385.00 |
- 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
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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