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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

          2026

          2027

          2028

          Level of Support

          We found 16 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support
          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 Lake Garda Cycling in Veneto Cycling in Piedmont

          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, Piedmont, 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

          Italy offers a range of regions perfectly suited to leisure cycling, with quiet roads, gentle gradients, and scenic routes that let you enjoy every moment in the saddle. These destinations are ideal for beginners, casual riders, as well as those looking for more of a challenging cycling holiday in Italy. 

          Tuscany: Famous for its rolling hills, vineyards, and medieval towns, Tuscany offers gentler,  scenic routes where you can stop for coffee in a piazza or enjoy panoramic views

          Lake Garda: With flat lakeside paths and quiet country lanes near Venice and Padova, Lake Garda and Veneto provide accessible rides, perfect for cycling in Italy for beginners.

          Veneto: From the gentle vineyard-lined roads of Valpolicella to challenging mountain climbs of the Dolomites, scenic routes along Lake Garda, Veneto offers a diverse mix of landscapes and terrain

          Sardinia: Coastal roads and low-traffic lanes make Sardinia a relaxing island destination, ideal for enjoying long, gentle rides and spectacular scenery.

          Read More >

          Piedmont: Rolling hills, peaceful vine-lined backroads, and postcard-perfect villages make Piedmont ideal for unhurried cycling through some of Italy’s most beautiful wine country.

          Emilia Romagna: Easy, mostly flat routes connect elegant piazzas and colourful market towns, with plenty of chances to enjoy the region’s celebrated cuisine at a relaxed, leisurely pace.

          Puglia: Sun-soaked roads and scenic coastline create easier scenic routes that let riders enjoy Italy at a relaxed pace.

          Leisure Cycling in Italy Destination Guide Image

          Page 2 of 2

          Select Order Order By
          Self-Guided
          Self-Guided
          Italy

          Lake Garda to Venice

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,665 P.P.
          View Reviews
          1
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          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.

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

          Season 1 – $2665 18 Apr – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2995 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
          • Absorbing the hidden Renaissance 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
          • Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
          Photo Highlights Dates
          Bike and Boat
          Bike and Boat
          Italy

          Venetian Waterways (Venice to Mantova)

          Bike and Barge Tour

          Duration

          8 days

          Prices from

          $2,335 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          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.
          30/05/2026 Vita Pugna
          Fully Booked
          06/06/2026$2,510.00
          06/06/2026 Ave Maria13/06/2026$3,180.00
          13/06/2026 Vita Pugna
          Contact Us
          20/06/2026$2,510.00
          20/06/2026 Ave Maria27/06/2026$3,180.00
          27/06/2026 Vita Pugna
          Guaranteed
          04/07/2026$2,335.00
          04/07/2026 Ave Maria11/07/2026$2,650.00
          11/07/2026 Vita Pugna18/07/2026$2,335.00
          18/07/2026 Ave Maria25/07/2026$2,650.00
          25/07/2026 Vita Pugna01/08/2026$2,335.00
          01/08/2026 Ave Maria08/08/2026$2,650.00
          08/08/2026 Vita Pugna15/08/2026$2,335.00
          15/08/2026 Ave Maria22/08/2026$2,650.00
          22/08/2026 Vita Pugna29/08/2026$2,335.00
          29/08/2026 Ave Maria05/09/2026$3,710.00
          05/09/2026 Vita Pugna12/09/2026$2,850.00
          12/09/2026 Ave Maria
          Last Spaces
          19/09/2026$3,710.00
          19/09/2026 Vita Pugna
          Fully Booked
          26/09/2026$2,850.00
          26/09/2026 Ave Maria
          Fully Booked
          03/10/2026$3,710.00
          03/10/2026 Vita Pugna10/10/2026$2,850.00
          10/10/2026 Ave Maria17/10/2026$3,710.00
          17/10/2026 Vita Pugna24/10/2026$2,510.00
          24/10/2026 Ave Maria31/10/2026$3,180.00
          • 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 fishing valleys of the Po Delta, one of Europe’s largest wetlands
          • Spending the day discovering Mantova and its historic centre; a Renaissance jewel
          Photo Highlights Dates
          Bike and Boat
          Bike and Boat
          Italy

          Venetian Waterways (Mantova to Venice)

          Bike and Barge Tour

          Duration

          8 days

          Prices from

          $2,335 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 1-2 : Easy/Gentle
          More Info BOOK NOW

          Venetian Waterways (Mantova to Venice)

          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.
          30/05/2026 Ave Maria
          Fully Booked
          06/06/2026$3,180.00
          06/06/2026 Vita Pugna
          Fully Booked
          13/06/2026$2,510.00
          13/06/2026 Ave Maria20/06/2026$3,180.00
          20/06/2026 Vita Pugna
          Fully Booked
          27/06/2026$2,510.00
          27/06/2026 Ave Maria
          Fully Booked
          04/07/2026$2,650.00
          04/07/2026 Vita Pugna
          Fully Booked
          11/07/2026$2,335.00
          11/07/2026 Ave Maria18/07/2026$2,650.00
          18/07/2026 Vita Pugna25/07/2026$2,335.00
          25/07/2026 Ave Maria01/08/2026$2,650.00
          01/08/2026 Vita Pugna08/08/2026$2,335.00
          08/08/2026 Ave Maria15/08/2026$2,650.00
          15/08/2026 Vita Pugna22/08/2026$2,335.00
          22/08/2026 Ave Maria29/08/2026$2,650.00
          29/08/2026 Vita Pugna05/09/2026$2,850.00
          05/09/2026 Ave Maria
          Fully Booked
          12/09/2026$3,710.00
          12/09/2026 Vita Pugna
          Fully Booked
          19/09/2026$2,850.00
          19/09/2026 Ave Maria
          Fully Booked
          26/09/2026$3,710.00
          26/09/2026 Vita Pugna
          Fully Booked
          03/10/2026$2,850.00
          03/10/2026 Ave Maria
          Fully Booked
          10/10/2026$3,710.00
          10/10/2026 Vita Pugna
          Fully Booked
          17/10/2026$2,850.00
          17/10/2026 Ave Maria24/10/2026$3,180.00
          • 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 and its historic centre; a Renaissance jewel
          • Riding alongside the River Po, the longest river in Italy
          • Experiencing the fishing valleys of the Po Delta, one of Europe’s largest wetlands
          • Finishing your trip in beautiful Venice
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          La Via Claudia

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

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

          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.

          2026 18 Apr – 26 Oct

          Season 1 – $3135 18 Apr – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $3425 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
          Photo Highlights Dates
          Guided
          Guided
          Austria and Italy

          La Via Claudia

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          26
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          La Via Claudia

          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.
          20/06/2026
          Guaranteed
          27/06/2026$3,565.00
          18/07/2026
          Fully Booked
          25/07/2026$3,565.00
          22/08/2026
          Guaranteed
          29/08/2026$3,565.00
          19/06/202726/06/2027$3,710.00
          03/07/202710/07/2027$3,710.00
          21/08/202728/08/2027$3,710.00
          • 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
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany to Rome

          Guided Electric Bike Tour

          Duration

          8 days

          Prices from

          $3,425 P.P.
          View Reviews
          7
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Tuscany to Rome

          Guided Electric Bike Tour

          LAST CHANCE OFFERS!

          Choose half-price bike hire or get 5% off tour departing 12 Sep 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 12/09/2026
          Guaranteed
          19/09/2026$3,425.00
          08/05/202715/05/2027$3,565.00
          04/09/202711/09/2027$3,565.00
          • 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
          Photo Highlights Dates
          • Previous page
          • 1
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          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, 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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          All Cycling Holidays in Italy All Cycling Holidays in Italy
          Europe
          Spain Spain
          Portugal Portugal
          France France
          UK UK
          Slovenia Slovenia
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          What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
          Roger, France - Chateaux of the Loire
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          The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
          Elaine, Italy - Tuscany to Rome
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          All the services we received were first class. This was a real holiday and going with Skedaddle took all the stress of booking accommodation from home, route planning and so on, so all we had to do was enjoy the cycling. This has been one of the best holidays in my life.
          Alison, Italy - Sardinia Island Flavours
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          What do you like most about Skedaddle? Where do I start? The booking process, the hotels, the guides, the lunches, the places they go, the people I meet, the pit stops, the Skedaddle community, reliability, I can put my trust in them to provide a great and memorable experience.
          David, Austria & Italy - La Via Claudia
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          Skedaddle holidays are always great; you can ride your bike and they pretty much do the rest! Being able to use two wheels as a mode of transport to travel across the country, supported by Skedaddle, just shows the beauty, and power, of bikes. Thank you for making it possible!
          Kate, UK - C2C
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          We just LOVED the whole thing – route, weather, food, scenery, being outside – it was probably one of the best holidays we have had.
          Inese, Austria - The Danube Cyclepath
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