Cycling holidays in Italy are unlike any other. Recognised as one of the best destinations in Europe for cycling breaks and family bike trips, as well as its incredible cuisine and exciting tourist attractions and history, Italy has something for everyone.
Whether you’re looking to see the ancient sites of Rome, Lake Garda at twilight, or indulge in the sights and sounds of rural Tuscany at dawn, a brilliant selection of cycling vacations designed to make your holiday one to remember. Our tours cover numerous locations across Italy, including Apulia, Chianti, Dolomites, Lombardy, Marche, Piemonte, Romagna, Sardinia, Sicily, Umbria, and Venice.
On your Italian cycling vacation, you are more than welcome to make the most of our Cycle Resorts – fixed-location hotels specialising in supporting those seeing Italy on a bicycle. Alternatively, booking a full moving tour will take you through some of Italy’s most beautiful and historic regions.
Cycling through quaint villages and towns, challenging mountain ranges, and winding roads as you navigate through some of the most gorgeous cities in Europe.
Browse our packages below for further information, including prices, routes, and accommodation details.
Duration: 7 Nights
Difficulty: Level 2-3
Tour Type: Self Guided
Availability: Saturdays from 5th April to 11th October
Starting Location: Pisa
Duration: 7 Nights
Difficulty: Level 2
Tour Type: Self Guided
Availability: Fridays and Sundays from 2nd May to 28th September (except 18th July to 31st August)
Starting Location: Bussolengo (Close to Verona)
Duration: 7 Nights
Difficulty: Level 2
Tour Type: Self Guided
Availability: Saturdays from 5th April to 11th October
Starting Location: Venice
Duration: 7 nights
Difficulty: Level 3-4
Tour Type: Self Guided
Availability: Daily 1st May to 15th October
Starting Location: Trani
Duration: 7 Nights
Difficulty: Level 2
Tour Type: Self Guided
Availability: Saturdays from 1st February to 30th November
Starting Location: Castellammare del Golfo (Near Palermo)
Duration: 8 Nights
Difficulty: Level 2-3
Tour Type: Self Guided
Availability: Daily from 1st April to 31st October
Starting Location: Siena
Duration: 7 Nights
Difficulty: Level 1-2
Tour Type: Self Guided
Availability: Wednesdays and Saturdays 16th April to 27th September, NOT Available between 30th July – 26th August.
Starting Location: Venice (Mestre/Marghera)
Duration: 7 Nights
Difficulty: Level 3
Tour Type: Self Guided
Availability: Daily April to October
Starting Location: Sansepolcro
Duration: 9 Nights
Difficulty: Level 3 (level 3-4 by taking the longer rides options)
Tour Type: Self Guided
Availability: Daily from April – October
Starting Location: Montepulciano
Duration: 7 Nights
Difficulty: Level 2 (Some days 2-3)
Tour Type: Self Guided
Availability: Saturdays from 1st April to 11th October
Starting Location: Montecatini Terme
Duration: 4 or 7 Nights
Difficulty: Level 2-3
Tour Type: Self Guided
Availability: Daily 1st April to 30th October
Starting Location: San Gimignano
Duration: 4 or 6 Nights
Difficulty: Level 2
Tour Type: Self Guided
Availability: Daily 1st March to 30th November
Starting Location: Pisa
Puglia, is the Italian name of what us English speakers call Apulia! It is located on the southern tip of Italy, commonly known as the heal of Italy. It is blessed with great weather and hence makes a perfect place for a cycling holiday.
On a Puglia self-guided bike tour, you will explore charming white washed towns like Alberobello, the famous Trulli town with its Trulli houses which are conical roofed dry stoned huts. You can also visit Lecce, with is baroque styles buildings and Ostuni, a pretty ancient town. This region has many culinary dishes to savour which originate from this region. You will find the region is relatively flat with well-maintained trails ensure a leisurely ride, suitable for all levels of cyclists. Embark on an unforgettable journey through Puglia’s picturesque landscapes, where every turn reveals a new landscape more stunning than the last.
The Amalfi Coast is one of the most well-known regions of Italy. This is most probably due to its stunning coastal landscapes, its azure waters, dramatic cliffs and pretty coastal villages. It is a lovely region to explore by bike. Ride along scenic routes that wind through lemon groves and past colourful houses that appear perched on hillsides, offering panoramic views at every turn. Explore iconic towns like Positano and Ravello. Find towns rich in history and see how its culture, appear to blend seamlessly with stunning natural beauty.
Venice is one of those cities that is so well known worldwide. Many wish to visit to explore the maze of wonderful canals intermixed with historic buildings. St Marks Square is the normal go to point in Vencie City but make sure to explore the many little allies and find a different city! More peaceful, maybe more authentic but always full of surprises. We have three main cycling holidays that finish or start in Venice, Jewels of Venice, Bolzano to Venice and Venice to Florence.
The Island of Sicily is the largest Mediterranean island and is located to the southwest of southern tip of Italy. It has a diverse landscape and has a rich history as it has been influenced by the Greeks, Romans and the Norman’s. Of course it is also the home of Mount Etna, often seen smoking on the landscapes! The west coast is somewhat different to the east coast, slightly quieter and more remote, whereas in the east you can be amazed by towns such as Siracusa and its Baroque architecture. We have cycling holidays in both regions, our west coast tour of Sicily and our biking tour of Baroque Sicily.
Tuscany, with its iconic rolling hills, medieval towns, and world-renowned vineyards, is the is one Italy’s most popular cycling holiday destinations. Try to imagine cycling though picturesque countryside, past cypress-lined roads lined by golden fields, where each turn reveals more charming villages towns such as Siena and San Gimignano, this is Tuscany. In Tuscany you can indulge in its famous cuisine while sampling its famous wines, admire the many hill top villages or its artistic heritage. Why not experience this region at its best on our Tuscany on a bicycle cycling holiday, where the landscape’s natural beauty and cultural treasures create an unforgettable journey for you.
🍾 Exceptional Food and Wine
🏞️ Scenic Routes Through Rolling Hills and Vineyards
🏰 Cultural and Historical Richness
🥙 Gastronomic Delights
📜 Cultural and Historical Richness
🌊 Stunning Coastal Routes
🌊 Scenic Routes and Varied Terrain
🏰 Cultural and Historical Attractions
☀️ Mild Climate and Seasonal Availability