Come and experience the magic of Italy by bike with beautiful views, impressive architecture, gorgeous coastline and incredible cuisine. Our leisure cycling holidays have been carefully crafted from our expert local knowledge and 20 plus years of cycling across the different regions of this magnificent country. We love each and every one for different reasons! If you’re thinking about when to visit, Sardinia, Puglia, Emilia-Romagna, Prosecco, Tuscany and Sicily are ideal for cycling in the spring or autumn, avoiding soaring temperatures and the crowds of summer, while further north, the Lombardy region, home to our Via Claudia tours, is perfect for pedallin' from spring right through to autumn. Choose to join a guided small group tour or go self-guided and select the dates that work best for you.
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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...
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.
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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 – £1255 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
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. |
|---|---|---|
| * 12/04/2025 | 19/04/2025 | £2,075.00 |
| 08/06/2025 E-Bike Departure | 15/06/2025 | £2,075.00 |
| 20/09/2025 | 27/09/2025 | £2,075.00 |
- 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
Sardinia - Island Flavours
Self-Guided Leisure 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 – £1545 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – £1675 01 Sept – 08 Sept
- 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
Puglia
Self-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.
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
- 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
Emilia-Romagna - The Food Valley
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. 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 – £1465 24 Mar – 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.
- 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
- Visiting the hometown of the famous Italian composer Giuseppe Verdi
- Exploring modern and bustling Modena
- Taking in the vibrant university city of Bologna
Sardinia - Island Flavours
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. |
|---|---|---|
| * 05/04/2025 E-Bike Departure | 12/04/2025 | £1,955.00 |
| 03/05/2025 | 10/05/2025 | £1,955.00 |
| 20/09/2025 E-Bike Departure | 27/09/2025 | £1,955.00 |
| 11/10/2025 | 18/10/2025 | £1,955.00 |
- 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
Sicily
Self-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.
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 – £1675 24 Mar – 08 Jun and 09 Sep – 29 Oct
Season 2 – £1945 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
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. |
|---|---|---|
| 24/05/2025 Guaranteed | 31/05/2025 | £2,245.00 |
| 13/09/2025 | 20/09/2025 | £2,245.00 |
- 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
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 – £1935 21 Apr – 16 Jun and 03 Sep – 29 Oct
Season 2 – £2135 17 Jun – 02 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
Tuscany - Pisa to Florence
Self-Guided Leisure 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 throughout July and August)
Season 1 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1465 17 – 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 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
Leisure Cycling Holidays & Tours In Italy
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Why choose Italy for your cycling holiday?
Welcome to the land of hilltop towns and vineyards, jagged mountains, white-sand beaches, and sparkling alpine lakes, not to mention world-famous wines and other mouthwatering local delicacies. Our Italy bike tours offer an unparalleled opportunity to explore these wonders. Our Italia team has spent more than 20 years seeking out the best leisure cycling across Italy, ensuring an exceptional experience for Italy cycle holidays and bike tours.
Top destinations for leisure cycling in Italy
Experience the best and most serene cycling Italy has to offer in Tuscany, Lake Garda, the Prosecco Region, Puglia, and Emilia-Romagna. Coastal cycling enthusiasts will fall in love with the picturesque routes in Sardinia and Sicily. Our bicycle tours and cycling trips in Italy promise unforgettable adventures through these stunning regions.
Decide how you ride
Our Italy leisure bike tours cater to various rider types and preferences, including electric bike holidays. Select your riding grade according to your fitness level. You can choose between a guided small group tour or a self-guided ride. There's something for everyone!
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