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            Leisure Cycling Tours in Italy

            We found 15 Holidays in your search for:

            Destinations (7)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 15 Holidays in your search for:

            Select Order Order By
            Destinations (7)
            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
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            • 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

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            Self-Guided
            Self-Guided
            Italy

            Emilia-Romagna - The Food Valley

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,030 P.P.
            View Reviews
            4
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            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.

            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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Sardinia - Island Flavours

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $1,880 P.P.
            View Reviews
            9
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            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.

            Start DateEnd DatePrice 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
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Sardinia - Island Flavours

            Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,575 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            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 DateEnd DatePrice p.p.
            20/09/2025 E-Bike Departure27/09/2025$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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Sicily

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,275 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.

            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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $1,595 P.P.
            View Reviews
            5
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            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            Tuscany - Pisa to Florence

            Self-Guided Leisure Bike Tour

            Start DateEnd DatePrice 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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Classic Tuscany

            Self-Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $1,625 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.
            28/09/202504/10/2025$1,625.00

            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 – $1815 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2140 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
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Puglia

            Guided Bike Tour

            Duration

            8 days

            Prices from

            $2,845 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            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 DateEnd DatePrice p.p.
            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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Puglia

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $1,745 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            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.

            Start DateEnd DatePrice p.p.
            29/09/202506/10/2025$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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Lake Garda to Venice

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,410 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            Lake Garda to Venice

            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.

            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 – $2410 21 Apr – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2710 17 Jun – 30 Jun and 01 – 02 Sep

            2026 18 Apr – 26 Oct (excluding dates throughout July and August)

            Season 1 – $2535 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – $2845 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
            Photo Highlights Dates
            Bike and Boat
            Bike and Boat
            Italy

            Venetian Waterways (Venice to Mantova)

            Bike and Barge Tour

            Duration

            8 days

            Prices from

            $2,205 P.P.
            View Reviews
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            Grade 1-2 : Easy/Gentle
            More Info BOOK NOW

            Venetian Waterways (Venice to Mantova)

            Bike and Barge 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 DateEnd DatePrice p.p.
            21/06/2025 Ave Maria
            Guaranteed
            28/06/2025$3,020.00
            28/06/2025 Vita Pugna
            Fully Booked
            05/07/2025$2,205.00
            05/07/2025 Ave Maria12/07/2025$2,750.00
            12/07/2025 Vita Pugna
            Fully Booked
            19/07/2025$2,205.00
            19/07/2025 Ave Maria
            Guaranteed
            26/07/2025$2,750.00
            26/07/2025 Vita Pugna
            Fully Booked
            02/08/2025$2,205.00
            02/08/2025 Ave Maria
            Fully Booked
            09/08/2025$2,750.00
            09/08/2025 Vita Pugna
            Fully Booked
            16/08/2025$2,205.00
            16/08/2025 Ave Maria23/08/2025$2,750.00
            23/08/2025 Vita Pugna
            Fully Booked
            30/08/2025$2,560.00
            30/08/2025 Ave Maria06/09/2025$3,290.00
            06/09/2025 Vita Pugna
            Fully Booked
            13/09/2025$2,560.00
            13/09/2025 Ave Maria
            Fully Booked
            20/09/2025$3,290.00
            20/09/2025 Vita Pugna
            Fully Booked
            27/09/2025$2,560.00
            27/09/2025 Ave Maria
            Fully Booked
            04/10/2025$3,290.00
            04/10/2025 Vita Pugna
            Fully Booked
            11/10/2025$2,560.00
            11/10/2025 Ave Maria18/10/2025$3,290.00
            18/10/2025 Vita Pugna25/10/2025$2,370.00
            25/10/2025 Ave Maria01/11/2025$3,020.00
            • 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
            Photo Highlights Dates
            • 1
            • 2
            • Next page

            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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