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Tuscany & Umbria

Italy’s central regions of Tuscany and Umbria are serene and beautiful with rolling green hills, vineyards, olive groves and sun-baked stone villages. 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 to help you on the inclines, so you can save your energy for wine tastings and sightseeing.

The Tuscan and Umbrian cuisine does not disappoint, taste home-made 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 sight-seeing you will have earnt it.

Insiders tips:

  • 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

Italian cuisine and wine

Tuscany and Umbria produce rich olive oil, which is 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, accompanied with vegetables.


Produced in central Tuscany, medium-to-full-bodied red Chianti wine has been produced for over 2,000 years, since Etruscan times. Montepulciano is a rich, medium-bodied red wine that complements pork dishes and red meat. Brunello di Montalcino wine has notes of cherry and plum and pairs well with cold cuts.

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Historical sights

Pedal around the charming towns dotted through the Tuscan and Umbrian countryside that have a fascinating history. Assisi was the birthplace of Latin poet Propertius and St Francis, who founded the Franciscan religious order. Cortona is enclosed with stone walls atop a hill, offering sublime views of the countryside and Lake Trasimeno.


Take a break at ancient castles and fortresses in the Niccone Valley, the Romanesque Abbey of Sant’antimo – formerly a Benedictine monastery – and medieval towns of Montone and Gubbio, which is on Mount Ingino and has views of the Apennine mountains.

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