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Tuscany Bike Tours

Exploring Tuscany by bike

Italy’s central region of Tuscany, neighbour to Umbria, has some of the most stunning scenery for you to explore on your cycling holiday. The serene and beautiful rolling green hills, vineyards, olive groves and sun-baked stone villages make this one of our clients' favourite Italian cycling destinations. Pedal along Tuscany’s Via Flaminia – once a Roman road over the Apennine mountains to Rome – visit the vineyards of Chianti and stop for a picnic by Lake Trasimeno. 

Cycle to charming medieval villages and hilltop towns in the countryside. San Quirico d’Orcia is a walled village in southern Tuscany with Etruscan origins, the 13th-century San Gimignano and Montepulciano are pretty towns made from sun-baked Tuscan stone on the hillside. E-bikes are available on Cycling for Softies tours to help you on the inclines, so you can save your energy for wine tastings and sightseeing. We can also share our family friendly itineraries with you.

The Tuscan cuisine does not disappoint, taste homemade parpadelle, pecorino cheese and fresh vegetables, paired with a glass of Chianti wine. Don't miss the Italian gelato for dessert; after a morning of cycling and sightseeing you will have earnt it.

To find out more about our Tuscany bike tours, call our cycle experts today. We offer both self guided and guided cycling holidays.

View our Tuscany cycling routes here

Our Highlights:

  • Visit the Etruscan hilltop town of Cortona
  • Cycle along the famed Via Flaminia
  • Experience Italian hospitality at an agriturismo
  • Glide up the beautiful hills on an e-bike
  • Learn how to make home-made pasta

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Food & Wine

Tuscany produces rich olive oil doused on salads, vegetables and meats. After cycling the surrounding hills, dine on Florentine T-bone steak, Umbrian trout, wild boar, cured meats and dishes made with Norcia black truffles. Produced in central Tuscany, medium-to-full-bodied red Chianti wine has been made for over 2,000 years. Montepulciano is a rich, medium-bodied red wine that complements pork dishes.

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Historical Sights

Cycle around the charming towns dotted through the Tuscan countryside. Cortona is enclosed with stone walls atop a hill, offering sublime views of the countryside and Lake Trasimeno. Take a break from cycling and visit the ancient castles in the Niccone Valley, the Romanesque Abbey of Sant’antimo and the medieval town of Montone.

  • Cycling Holidays in Tuscany

    Indulgence | The Grand Tour of Tuscany | Self Guided

    Tuscany is always an indulgent experience, especially when experiencing our cycling holiday there. Cycle past rows of cypress trees leading to gorgeous villas that lie outside...

    • Self Guided E-bike tour
    • Helmets provided
    • Dramatic scenery
    • Historic towns and castles
    • Suitable for vegetarians
    • Vineyard and wine tours
    Ease
    Duration
    7 Nights
    Available
    April, May, June, July, August, September, October
    Travel
    Flights and transfers available
    view details
  • Cycling Holidays in Tuscany

    E-Bike | The Grand Tour of Tuscany | Self Guided

    A superb self guided E-bike adventure across a classic Tuscan landscape into the winelands. Starting high in the Tuscan hills, in the pretty town of Cortona, this tour takes you...

    • Self Guided E-bike tour
    • Helmets provided
    • Dramatic scenery
    • Historic towns and castles
    • Suitable for vegetarians
    • Vineyard and wine tours
    From
    £1,095pp
    Ease
    Duration
    5, 7 or 10 Nights
    Available
    April, May, June, July, August, September, October
    Travel
    Flights and transfers available
    view details

FAQs About Our Tuscany Bike Tours

Tuscany cycling has wonderful rolling gentle green hills, vineyards and olive groves on its routes. You will breeze from village to village on the easy terrain in the area. 

Our Tuscany bike tours run from April through to September. This is to guarantee the best weather for your holiday and to make sure all the landmarks, cafes and restaurants are open during your stay.

Our expert team will make your Tuscany cycling holiday as smooth as possible from start to finish. When you book a flight-inclusive package we will provide you with all the latest travel information you need. We are also ABTA & ATOL bonded so you can book with confidence.

We have picked the best hotels in Tuscany along each route of our cycling tours. Not only are they convenient in location but they also offer a fantastic service and facilities. A great way to unwind after a day on the bike.

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