Italy BEST Self-guided & Independent Tours and Trips in 2025/2026

Venice to Florence Cycle

4.6

(7 reviews )

No booking fees

Best price guaranteed

Our recent bike trip from Venice to Florence was terrific. Viewing the countryside by bike was fun. Each days ride was different. I thought day 2 was the hardest. My sit bones were very sore despite the bike shorts. it was a bumpy gravel long ride. Day 3 and on out got easier.

Bicycle toursCity sightseeing

Tour Type

Private Tour

Accommodation

Hotel, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Florence, Venice, Mestre, Chiogg

Florence, Venice, Mestre, Chioggia, Adria, Comacchio, Ravenna, Brisighella

Duration8 days

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Backroads to Venice

4.7

(10 reviews )

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Best price guaranteed

A most enjoyable, at times challenging experience since we did the whole trip on conventional bikes. The bikes were in good condition, the chosen hotels were good, and the special app made navigation easy. We were lucky with the weather; I would have hated to do some of the gravel/dirt road stages in the rain.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Venice, Trentino-South Tyrol, Do

Venice, Trentino-South Tyrol, Dolomites, Bolzano, Trento, Peschiera, Verona, Vicenza, Padova, Mestre

Duration8 days

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Paestum & the Cilento National Park

Trip customizable

Best price guaranteed

Explore the beautiful, culturally-rich but lesser-known and uncrowded area of the Cilento National Park by bicycle on this self-guided 9-day cycling tour. The region of Campania has been known as a paradise on earth since ancient times. The Greeks built some of their most impressive temples here and under the Romans it became known as ‘Campania Felix’, or the Happy Land. When travelling through this region it is easy to be overwhelmed by the wealth of cultural and natural attractions, from the great city of Naples to the well-known Costiera Amalfitana, with its towering cliffs and picturesque coves. But Campania’s real secret is located south of Salerno. Here, the coastline bulges out into an expanse of mountainous landmass known as the Cilento, now one of Italy’s biggest National Parks, with World Heritage listing. This tour brings you into the real ‘Heart of the Cilento’, from ancient Paestum up to Monte Stella, and along the pristine Cilento coast towards the impressive Alburni Mountains. Inland, the Cilento is largely undisturbed by the 21st century and you will encounter few other tourists along your way. You will cycle past world-famous cultural sites, through pristine natural areas and dreamy coastal scenery. Your trip will take you on small country roads passing through rough mountain scenery, as well as attractive countryside, with vineyards and olive groves. The first few days you will stay close to the coast, only occasionally reaching some small hamlets on the foothills further inland. You will go past the archaeological site of Paestum on your way to a genuine mozzarella farm and climb up to some nice viewpoints on the coastal plain. Further on you will cycle around Monte Stella, dotted with several typical medieval hamlets, and continue along the coast towards the tiny fishing villages of Acciaroli and Pioppi to the Greek site of Velia. You then turn inland and discover the rolling foothills around lovely Ceraso before climbing up along the Calore River to the hamlet of Piaggine, located in the very heart of the Cilento National Park. Here you’ll visit some of the nicest medieval villages in the area, where the traditional way of life is still evident. And you’ll enjoy visiting some of the Cilento’s greatest (but unknown) cultural treasures, like St. Michael’s cave church in Sant’Angelo a Fasanella, the ruins of Roscigno Vecchia and the castle of Laurino. All connected by great well-paved and quiet roads, ideal for cycling. Your route back to Paestum takes you along great panoramic roads on the slopes of the Alburni Mountains.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

English

Destinations

Amalfi Coast & Campania, Paestum

Amalfi Coast & Campania, Paestum, San Marco, La Petrosa, Piaggine

Duration9 days

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Cycling in Sardinia

(7 reviews )

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Best price guaranteed

Very much enjoyed our cycle ride in Sardinia. The bikes and accommodation provided were of a good standard. The route and distances provided a moderate challenge which was expected. Plenty of points of interest to visit along the way including the beautiful beaches for swim breaks.

Bicycle toursBeach

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Sardinia, Cabras, Pula, Arborea

Sardinia, Cabras, Pula, Arborea, Arbus, Nebida, Calasetta, Sant Anna Arresi

Duration8 days

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Florence to Rome by Bike

(3 reviews )

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Wonderful trip. It was amazing to be able to travel from one hill town to another, each one so different from the others. Highlights of our trip included an art exhibit in Perugia on how medieval artists perceived nature - absolutely beautiful and we had the place to ourselves, quite a contrast to the crowds at the Uffizi; staying in a 14th century pilgrim guest house in Assisi; walking out to the aqueduct bridge in Spoleto; hearing all the bells in Narni suddenly start ringing when the new Pope was elected and running outside along with everyone else to find out what had happened; and, my husband would say, the wild boar stew he ate that evening at a restaurant in the square. Logistics were well organized and the routes well planned. It was a challenging route, however, with many steep climbs. We were glad we reserved e-bikes. There were also a number of places with poorly maintained roads, quite a bit of springtime road construction, and some areas where the route took roads with heavy traffic. Italian drivers were quite considerate, though. We had a great time and were sad to go home. We could have stayed in each town longer, and will hopefully return to Italy soon.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Florence, Trasimeno Lake

Rome, Florence, Trasimeno Lake, Perugia, Assisi, Clitunno, Narni

Duration8 days

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Sardinia Family Cycle Adventure

(2 reviews )

No booking fees

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We had a wonderful time on this cycling trip in Sardinia! It was a great route with lots to places to stop along the way. So much good food, and all the accommodation was wonderful. Some of the roads were a bit busy for my liking, not sure if I would be comfortable taking children on those roads but for adults it was fine. A very enjoyable week- a highlight of our month in Italy!

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Sardinia, Pula, Sant'Antioco, Sa

Sardinia, Pula, Sant'Antioco, Sant Anna Arresi, Chia

Duration8 days

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Cycle the Full Via Francigena - Aosta to Rome

(1 review )

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An exhilarating cycle along the full length of the Via Francigena from the St Bernard Pass on the Swiss border to the Eternal City of Rome. The Via Francigena is far more than just a pilgrim trail. Those with more time can discover the full route, cycling this exhilarating and moderately graded bike ride from the Alps to the Eternal City of Rome. Starting from the Great St Bernard Pass on the Swiss-Italian border, you will discover a huge array of spectacular scenery and impressive towns. The route will take you through the vast and fertile Po River plain, across the fast flowing Dorea Baltea river, through stone walled country lanes as you exit the Aosta Valley, over the hills and vineyards of Tuscany, through beautiful Umbrian countryside, down to Lake Bolsena, and finally along ancient Etruscan roads to the impressive city of Rome and St. Peter’s Square. You will discover historic and culturally rich towns of Vercelli, Pavia, Parma, Lucca, San Gimignano, Siena, Viterbo and Sutri, just to name a few. On the way, take time out of your cycle day to visit imposing castles, churches, roman ruins, hilltop towns and vineyards. A trip to Italy would not be complete without delighting in the local food, and this trip does not disappoint. You will eat and drink your way through the best of northern Italian cuisine, visit the gastronomic heaven of Parma in Emilia Romagna, sample the wines and olive oils of Tuscany and indulge in cheese produced in the zones of the cacio di Pienza.

Bicycle toursExplorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Turin, Piedmont & Valle d’

Rome, Turin, Piedmont & Valle d’Aosta, Aosta Valley, Aosta, Berceto, Aulla, Massa, Lucca, San Miniato Alto, San Gimignano, Siena, San Quirico d'Orcia, Radicofani, Bolsena, Saint Bernardo Pass, Viterbo, Sutri, Formello, Verres, Viverone, Vercelli, Vigevano, Pavia, Piacenza, Parma

Duration24 days

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Tuscany Cycle for Families

(1 review )

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Explore Tuscan gems on a specially crafted cycle trip for all ages. There are no steep Tuscan hills on this beautifully designed self guided cycle taking in some of Tuscany's most famous towns. Pedal effortlessly along the meandering Arno river cycle paths that take you from one classic Tuscan city to the next. From the leaning tower of Pisa to the elegant Piazza Anfiteatro in Lucca and the famous Duomo of Florence, there are no shortage of sites to engage the whole family. Delve further into the countryside to visit lesser known corners such as Calci, where a famous Natural History Museum is housed and Vinci, where Leonardo da Vinci was born. Cycle through a quintessential Tuscan landscape, taste the many local specialties and stay in three comfortable family run hotels generally with swimming pools and gardens, perfect for relaxing after the cycling day is over.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Pisa, Empoli, San Giuli

Tuscany, Pisa, Empoli, San Giuliano Terme, Lucca, Vinci, Florence

Duration8 days

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Super Sales

Self-Guided Cycling through Baroque Sicily

No booking fees

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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

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Cycle Pisa to Florence

4.7

(3 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

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All Italy Self-Guided Tours and Trips

17 Self Guided Trips in Italy with 75 Reviews

Create your custom-made trip to Italy

17 Self Guided Trips in Italy with 75 Reviews

Cycle Puglia

Venice to Florence Cycle

Backroads to Venice

Paestum & the Cilento National Park

Cycling in Sardinia

Florence to Rome by Bike

Sardinia Family Cycle Adventure

Cycle the Full Via Francigena - Aosta to Rome

Tuscany Cycle for Families

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

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All Italy Self-Guided Tours and Trips

17 Self Guided Trips in Italy with 75 Reviews

Create your custom-made trip to Italy

17 Self Guided Trips in Italy with 75 Reviews