Self Guided Walking Holidays & Cycling Holidays

Hill Town in Umbria

Walking in Umbria

Walking Holidays in Umbria

The landscape of Umbria almost defies description. Rolling hills, vineyards, fields of sunflowers and olives groves dotted with medieval hilltop towns make walking through the wild, untamed countryside is sure to delight all of your senses.

Umbria is known for its landscapes, traditions, history, artistic legacy, and influence on culture.  The region is characterized by hills and historical towns such as Assisi and many other little towns that are bursting with culture and history.  

Our walking holidays in Umbria includes hand-picked overnight accommodation in high-quality small hotels and country inns, door to door baggage transfers, comprehensive route notes, a detailed map and pre-departure information pack as well as emergency support, should you need it.

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Treasures of Tuscany & Umbria

Walk from the medieval and Renaissance hill-top towns of Siena and Pienza in Tuscany, on to historic Perugia in Umbria, and ending in iconic Florence. Nestled in the green heart of Italy, you’ll walk through landscapes of rolling hills, past soldier-straight lines of cyprus trees, through vineyards and olives groves.

Duration: 10 days & 9 nights
Available: Mid April - late October
From £1,095

Orvieto to Rome

Follow the Via Francigena from the Etruscan city of Orvieto through the classic Italian landscapes of Umbria and Lazio to Rome. This is a journey of superlatives taking in Etruscan towns, fine wines, historic villages, ancient pilgrim trails, delicious food and the delights of Rome.

Duration: 10 Days & 9 Nights
Available: April - October
From £915

Umbria: Trails to Assisi

Walk through Umbria, the green heart of Italy, from the visually stunning hill top town of Spoleto, to the birthplace of St Francis, Assisi.

Duration: 8 Days & 7 Nights
Available: April - October
From £755

Umbria: Trails to Assisi Short Break

Take a short break in Umbria, walking through Italy’s “green heart” and following trails to the birthplace of St Francis, Assisi.

Duration: 5 Days & 4 Nights
Available: April - October
From £480

Full Italian Via Francigena: Bourg St Pierre-Rome

Walk the full Italian Via Francigena from Bourg St Pierre to Rome. A wonderful pilgrimage and adventure through some of Italy's most beautiful landscapes to Rome.

Duration: 50 Days & 49 Nights
Available: Mid-June - mid-September
From £3,995

Book self-guided walking holidays and cycling holidays with Macs Adventure. Explore Europe, the UK and the rest of the world and find out why thousands of people trust us to arrange their perfect self-guided adventure.

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lf you require more information before booking, please contact us on

+44 (0)141 530 5464

+1 -844-858-0740


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Macs Adventure - Head Office: Skypark 5, 45 Finnieston Street, Glasgow, G3 8JU, UK


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