Italy Bicycle Trips in 2025/2026

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Cycling the Heel of Italy - Matera to Lecce

(1 review )

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Best price guaranteed

Excellent trip. Fabrizio was a brilliant guide. Great route. Easy cycling. Good accommodation. Happy to recommend to like minded friends.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

14-99 yrs

Operated in

english

Destinations

Lecce, Alberobello, Matera, Otra

Lecce, Alberobello, Matera, Otranto, Castellaneta, Ostuni, Avetrana, Gallipoli, Santa Maria Di Leuca

Duration12 days

From

USD 3,020

USD 2,929

Saving

USD 91

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Super Sales

Self-Guided Cycling through Baroque Sicily

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Best price guaranteed

Your journey takes you along a mix of inland and coastal routes, starting amidst the Baroque splendour of Ragusa and Modica and ending in stunning Siracusa on the east coast. You'll cycle through lush valleys filled with olive trees, almond groves, vineyards and citrus orchards and patchwork puzzles of dry-stone-wall farms, as you cycle between UNESCO World Heritage Sites rebuilt in the typical late Baroque style after the famous 1693 earthquake. You'll take in plenty of Inspector Montalbano country - a treat for fans of the fictional detective series - including Scicli with its atmospheric streets and hilltop mausoleum as well as the charming fishing villages of Punta Secca and Sampieri. Following the scenic Mediterranean Route cycleway you'll head towards the sea, taking in sublime coastline, punctuated by golden sandy beaches and picturesque fishing villages such as Portopalo di Capo Passero and pretty Marzamemi with its Arab history. After passing through Nero D'Avola wine country your holiday finishes in beautiful Siracusa, an ancient Greek city whose 'historical heart' is the island of Ortigia, accessed by a bridge from the mainland. Ortigia's grand squares, narrow medieval streets and romantic palaces and castles are a delight to behold.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Villa, Resort

Age Range

13-99 yrs

Operated in

english

Destinations

Syracuse, Sicily, Modica, Marina

Syracuse, Sicily, Modica, Marina Di Modica, Portopalo Di Capo Passero, Noto

Duration9 days

From

USD 2,705

USD 2,624

Saving

USD 81

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Cycle Pisa to Florence

4.5

(4 reviews )

No booking fees

Best price guaranteed

We were bike fitted with very comfortable bikes which we enjoyed riding. The GPS was excellent although we did misplace ourselves now and then. The rides went through very beautiful Tuscan country and lovely villages. My favourite was Lucca. Thanks for providing great equipment we enjoyed this week of our holiday in Italy.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Pisa, Lucca, Montecatini Terme

Pisa, Lucca, Montecatini Terme, Florence

Duration8 days

From

USD 1,460

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Cycle the Via Francigena - Siena to Rome

4.5

(2 reviews )

No booking fees

Best price guaranteed

The Via Francigena is well signed and has a lot of different scenery, wheat and hazelnut farms, forests old towns etc and great different accommodation each night.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Siena, San Quirico d'Orcia

Rome, Siena, San Quirico d'Orcia, Radicofani, Bolsena, Viterbo, Sutri, Formello

Duration9 days

From

USD 2,460

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Cycle the Via Francigena - Parma to Siena

(1 review )

No booking fees

Best price guaranteed

Excellent trip - the bike was great - all hotels also very good with good breakfasts. Was very impressed with the logistics - no dramas!

Bicycle tours Sightseeing Tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Siena, Parma, Aulla, Massa, Lucc

Siena, Parma, Aulla, Massa, Lucca, San Miniato Alto, San Gimignano

Duration9 days

From

USD 2,290

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Ancient Venetian Empire by Bike

4.3

(7 reviews )

No booking fees

Best price guaranteed

Well organised, professional, easy to follow, and certainly the way to do and/or organise a cycling holiday.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Venice, Porec, Caorle, Portogrua

Venice, Porec, Caorle, Portogruaro, Aquileia, Trieste, Portoroz

Duration8 days

From

USD 1,420

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Super Sales

Cycling Lake Garda with e-bike

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Best price guaranteed

It's no surprise that Lake Garda is northern Italy's most popular destination. Full of beauty and history, lush green hills frame the clear waters as each point around the lake has its own unique character and charm. We have chosen the southern tip of the lake as our base, perched on the edge of the Mincio River. Our routes take you through diverse landscapes and towns around Lake Garda and along the river, on both the Lombardy and Veneto sides of the water. Cycle through vineyards, medieval towns, and along the famous Sirmione peninsula with its ancient castle. There's plenty to see along the way as you can visit UNESCO Heritage sites, Roman ruins, and of course, relax lakeside. There are also opportunities to sample the local wines in Bardolino and Valpolicella, regarded as some of the country's finest reds.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Lake Garda, Bardolino, Borghetto

Lake Garda, Bardolino, Borghetto, Lombardy & the Lakes, Sirmione, Mantua

Duration7 days

From

USD 1,835

USD 1,780

Saving

USD 55

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Super Sales

A Taste of Tuscany Cycling

No booking fees

Best price guaranteed

This is not just a cycling holiday it is an immersion into local Tuscan life, from wine and oil sampling to hot thermal spa baths and the chance to taste local wines and olive oils. Sample the Vino Nobile of Monepulciano, rich Pecorino cheese in Pienza or take a bath in Roman Bagno Vignoni.

Bicycle tours Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Tuscany, Chianciano Terme, Radic

Tuscany, Chianciano Terme, Radicofani, Cetona, Chianciano Vecchia, Bagno Vignoni

Duration8 days

From

USD 2,180

USD 2,115

Saving

USD 65

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Super Sales

Cycling the Heel of Italy - Alberobello to Lecce

No booking fees

Best price guaranteed

We explore the very best of this captivating region from our start point in Alberobello, known for its UNESCO-listed Trulli houses, to the end point in Lecce, known as the 'Florence of the South'. The daily routes take you through the Murghe plateau, the Salento plain or along the coast. Discover a landscape of ancient olive groves, long fields of grain and vineyards. The architecture of the region takes you from the conical Trulli houses in Alberobello, the white city of Ostuni, past traditional masserie, coastal watchtowers and splendid Baroque towns. The region is filled with spectacular views; beautiful coastline and mouth-watering cuisine. This holiday is offered with a choice of mainly 3 Star, or mainly 4 Star accommodation. The 3 Star accommodation is listed on the hotels page.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

14-99 yrs

Operated in

english

Destinations

Lecce, Alberobello, Ostuni, Avet

Lecce, Alberobello, Ostuni, Avetrana, Gallipoli, Santa Maria Di Leuca, Otranto

Duration8 days

From

USD 1,715

USD 1,664

Saving

USD 51

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Unforgettable Gems of Italy

Trip customizable

Best price guaranteed

Embark on a timeless journey through Italy, where history, art, and natural beauty converge. From the ancient grandeur of Rome, with its iconic Colosseum and the Vatican's awe-inspiring masterpieces, to the romantic allure of the Amalfi Coast, where sun-kissed beaches and charming villages line the coastline. Immerse yourself in the heart of Tuscany, renowned for its world-class wines, picturesque landscapes, and historic cities like Florence and Siena. Discover the Cinque Terre, a collection of five colorful villages perched on cliffs overlooking the Ligurian Sea, offering breathtaking views and quaint charm. This extraordinary tour offers a perfect blend of history, culture, and natural beauty, promising unforgettable memories.

Art and architecture

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

English

Destinations

Rome, Amalfi Coast & Campania, F

Rome, Amalfi Coast & Campania, Florence, Venice, The Vatican, Montepulciano, Naples, Tuscany, Lucca, Cinque Terre, Milan, Lake Como, Tivoli, Vatican City, Pompeii, Amalfi Coast, Capri

Duration22 days

From

USD 9,234

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Combine your Italy Bicycle tours with Nearby Countries for an Unforgettable Trip

Explore Bicycle tours with itineraries going through multiple countries, including Italy

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Alternatively, explore other Top Activities in Italy: Cultural, religious and historic sites Tours, Art and architecture Tours or City sightseeing Tours.

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Page 2 of 24 Bicycle Trips in Italy with 442 Reviews

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Page 2 of 24 Bicycle Trips in Italy with 442 Reviews

Cycling the Heel of Italy - Matera to Lecce

Self-Guided Cycling through Baroque Sicily

Cycle Pisa to Florence

Cycle the Via Francigena - Siena to Rome

Cycle the Via Francigena - Parma to Siena

Ancient Venetian Empire by Bike

Cycling Lake Garda with e-bike

A Taste of Tuscany Cycling

Cycling the Heel of Italy - Alberobello to Lecce

Unforgettable Gems of Italy

Combine your Italy Bicycle tours with Nearby Countries for an Unforgettable Trip

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All Italy Bicycle Tours

Page 2 of 24 Bicycle Trips in Italy with 442 Reviews

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Page 2 of 24 Bicycle Trips in Italy with 442 Reviews