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          Leisure Cycling Tours in Italy

          We found 16 Holidays in your search for:

          Destinations (9)
          Types of Cycling / Grades (1)
          Departure Month

          2025

          2026

          2027

          Level of Support

          We found 16 Holidays in your search for:

          Select Order Order By
          Destinations (9)
          Types of Cycling / Grades (1)
          Departure Month

          2025

          2026

          2027

          Level of Support
          All Cycling in Italy Road Cycling in Italy Mountain Biking in Italy Gravel Riding in Italy Family Cycling in Italy Cycling in Tuscany Cycling in Sardinia Cycling in Puglia Cycling in Prosecco Region Cycling in Lake Garda

          Come and experience the magic of Italy by bike with beautiful views, impressive architecture, gorgeous coastline and incredible cuisine. Our leisure cycling vacations 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, 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.

          • All Cycling Holidays
          • All Leisure Cycling Holidays
          • Europe Leisure Cycling Tours
          • Italy Leisure Cycling Tours

          Leisure Cycling in Italy Destination Guide

          We’ve been delivering incredible leisure cycling tours 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.

          Leisure Cycling in Italy Destination Guide Image

          Page 1 of 2

          Select Order Order By
          Guided
          Guided
          Italy

          NEW! Emilia-Romagna - The Food Valley

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,850 P.P.
          1
          2
          3
          4
          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          NEW! Emilia-Romagna - The Food Valley

          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. 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 DateEnd DatePrice p.p.
          30/05/2026
          Guaranteed
          06/06/2026$2,850.00
          29/08/202605/09/2026$2,850.00
          • Riding along 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 birthplace of the famous Italian composer Giuseppe Verdi
          • Exploring modern and bustling Modena
          • Taking in the vibrant university city of Bologna
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          NEW! - Italy - Piedmont - Vineyards and Vistas

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,135 P.P.
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          NEW! - Italy - Piedmont - Vineyards and Vistas

          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. 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.

          Daily departures available. The season prices below are per person, and are applicable for all start dates between and inclusive of the stated dates.

          2026 18 Apr – 26 Oct (no departures in July and August)

          Season 1 $2135 – 18 Apr – 14 Jun and 09 Sep – 26 Oct

          Season 2 $2465 – 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.

          • Cycling through rolling hills terraced with vineyards and quaint medieval villages
          • Admiring incredible views that stretch as far as the Alps
          • Riding through vineyards into the heart of the Langhe and Roero wine regions
          • Tasting some of the best wines in Italy in the regions they‘re produced; Barolo, Barbaresco and Asti
          • Feasting on some of the best regional food in Italy, including truffles, cheeses and hazelnut Gianduia chocolates
          • Spending two nights in the historical, yet vibrant capital of the Langhe region
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Emilia-Romagna - The Food Valley

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,250 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          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.

          2026 29 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $2250 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2480 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Sardinia - Island Flavours

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,325 P.P.
          View Reviews
          9
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          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. 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.

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

          Season 1 – $2325 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2550 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
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Sardinia - Island Flavours

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $1,995 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Sardinia - Island Flavours

          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. 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 DateEnd DatePrice p.p.
          18/04/202625/04/2026$1,995.00
          23/05/202630/05/2026$2,850.00
          12/09/202619/09/2026$2,850.00
          10/10/202617/10/2026$2,850.00
          • 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Sicily

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,525 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 2 : Gentle
          More Info BOOK NOW

          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.

          2026 29 Mar – 26 Oct (excluding departures from 08 Jun – 31 August)

          Season 1 – $2525 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Tuscany - Pisa to Florence

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $1,950 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Tuscany - Pisa to Florence

          Self-Guided Leisure 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.

          2026 29 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $1950 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2235 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Classic Tuscany

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,135 P.P.
          View Reviews
          7
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Classic Tuscany

          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. 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 DateEnd DatePrice p.p.
          06/05/202613/05/2026$2,135.00
          25/09/202602/10/2026$2,135.00

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $2425 24 Mar – 16 Jun and 03 Sep – 29 Oct

          Season 2 – $2850 15-30 Jun and 01-08 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, Buonconvento, Asciano 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
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Puglia

          Guided Bike Tour

          Duration

          8 days

          Prices from

          $3,280 P.P.
          View Reviews
          12
          1
          2
          3
          4
          5
          Grade 2 : Gentle
          More Info BOOK NOW

          Puglia

          Guided 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. 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 DateEnd DatePrice p.p.
          07/06/202614/06/2026$3,280.00
          20/09/202627/09/2026$3,280.00
          • 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Puglia

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $1,995 P.P.
          View Reviews
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          Grade 2 : Gentle
          More Info BOOK NOW

          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. 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 DateEnd DatePrice p.p.
          27/04/202604/05/2026$1,995.00
          28/09/202605/10/2026$1,995.00

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding departures from 08 Jun to 31 Aug)

          Season 1 – $2235 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2565 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 towns of Matera and 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
          Photo Highlights Dates
          • 1
          • 2
          • Next page

          Not sure which trip's right for you? Just ask!

          Get in touch and we'll help you find your perfect trip.

          Cycling Vacations & Tours In Italy

          Why choose Italy for your cycling vacation?
          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 vacations 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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