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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 - Textbox Image

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.

  • Cycling Holiday in Tuscany

    E-Bike | Gubbio, Assisi & Umbria | Self Guided

    Pedal your way gently along quiet side roads and tracks and feast on wondrous Italian fayre and delicious Italian wines on your Tuscan E-bike self guided cycling holiday.

    • Self Guided E-bike tour
    • Guided route available
    • Dramatic scenery
    • Historic towns and chateaux
    • Suitable for vegetarians
    • Vineyards and wine tours
    From
    £805pp
    Ease
    Duration
    5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now view details
  • Cycling Holidays in Tuscany

    E-Bike | Tuscan Valleys | 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 deep into the most enticing Montepulciano wine territory.

    • Self Guided E-bike tour
    • Helmets provided
    • Dramatic scenery
    • Historic towns and castles
    • Suitable for vegetarians
    • Vineyard and wine tours
    From
    £905pp
    Ease
    Duration
    5, 7 or 10 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now view details
  • Walking & Cycling Base in Umbria

    Single Centre | Gianna's Agriturismo

    Gianna’s, as we affectionally know this guest house in the village of Lisciano Niccone, is a renovated olive oil mill and tobacco drying tower dating from 1750. Offering apartment style accommodation with B&B and half board options. Gianna's is perfect for a short break and people looking to relax and cycle or walk.

    • Lovely village guest house
    • Traditional dinners
    • Gianna - your hostess
    • Self Guided Walking
    • E-Touring Bikes
    • E-Mountain Bikes
    From
    £455pp
    Ease
    Duration
    3, 5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holidays in Umbria

    E-Bike | Umbria & Lake Trasimeno | Self Guided

    There is no better way to enjoy the delights of the Tuscan and Umbrian countryside and the Italian lifestyle than by e-bike. This laid-lack tour takes you around the beautiful Lake Trasimeno.

    • Delightful hotels with pools
    • Great local food
    • Quality E-bikes
    • Local support
    • Welcome briefing
    From
    £715pp
    Ease
    Duration
    5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holidays in Tuscany

    E-Bike | The Tuscan Experience | Guided Group

    This guided group e-bike tour takes you deep into the most enticing Chianti wine territory - your guide will reveal the region's secrets and recommend the very best local food and wine.

    • Expert local leader
    • Tasting Chianti wines
    • Abbey of Sant'antimo
    • Stunning Lake Trasimeno
    • Wine tasting sessions
    • The regions secrets
    From
    £2,895pp
    Ease
    Duration
    7 Nights
    Available
    May, June, September, October
    Enquire Now view details
  • Cycling Holidays in Tuscany

    E-Bike | The Umbrian Experience | Guided Group

    Get off the beaten track and up close to Italy's local history and habitat on this food focused, fully guided, E-bike Safari through the wide open valleys of rural Umbria.

    • Guided Group tour
    • Helmets provided
    • Dramatic scenery
    • Historic towns
    • Suitable for vegetarians
    • Vineyards and wine tours
    From
    £2,215pp
    Ease
    Duration
    5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now view details
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