Our Umbria holidays & tours
For a rural idyll in Italy, look to Umbria, where undulating hills of farmland: sunflowers, vineyards, olives, eventually give way to truffle-filled forests and the rising ridge of the Apennines. Dotted around, medieval towns like Assisi, Gubbio, Macerata and Urbino, remind you of Italy’s cultural power, but it is the power of seduction that Umbria sways today, from beautiful pilgrimage walking trails to farm stays. Our holidays to Umbria satisfy every kind of gourmet: whether you’re interested in locally-sourced food, staying in brilliant agriturismi, truffle hunting and preserving heritage traditions, or seeing and helping protect historic sites and landscapes: Umbria satisfies all who hunger, whether that’s for landscapes or local food.
Our top Umbria holidays
Umbria cooking holiday, Italy
From
€1980 to €2140
5 days
ex flights
Italian cooking in a farmhouse between Umbria and Tuscany
Small group2026: 25 Apr, 8 May, 12 Jun, 29 Aug, 12 Sep, 21 Sep, 4 Oct, 9 Oct, 10 Oct
Umbria gourmet tour, Italy
From
€650 to €2900
5 days
ex flights
Relaxing gourmet tour: oil,wine, food tasting & art in Italy
Tailor made
Umbria luxury self catering apartment, Perugia, Italy
From
€690 to €1170
per week
Luxury romantic apartment rental - historical villa Perugia
Accommodation
Umbria self guided walking holiday, Italy
From
€1200 to €1900
7 days
ex flights
Easy hiking tour, through vineyards and cultural heritage
Tailor made
Umbria to Tuscany cycling & cooking holiday
From
€1790
5 days
ex flights
Cycling and cooking holiday between Umbria and Tuscany
Small group2026: 16 May, 20 Sep
Umbria and Tuscany holiday in Italy
From
US $6307 to US $9600
9 days
ex flights
Experience the beauty of Italy's countryside and culture
Tailor made
Italy wine tour in Umbria & Tuscany
From
€1980
6 days
ex flights
Taste best umbrian and tuscan wines, great culinay holiday
Small group2026: 9 May, 27 Sep
Umbria to Tuscany walking and cooking holiday
From
€1590
5 days
ex flights
Come to discover Umbria, cook and walk just like a local
Small group2026: 16 May, 20 Sep
Umbria self guided cycling holiday, Italy
From
€1300 to €3500
7 days
ex flights
Easy cycling across ancient towns and vineyards
Tailor made
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Umbria map & highlights
As Italy’s only landlocked region, Umbria more than makes up for the lack of coastline with Lake Trasimeno and the tributaries of the River Tiber offering ample excuses to roll up trouser legs and cool off during the heat of summer. Without a major motorway or a city larger than Perugia, Umbria is abound with unscathed Etruscan scenery and a visit to the town of Montefalco offers a superb natural terrace from where to survey all from afar. From Città di Castello in the north to Spoleto in the south, the Central Apennines form Umbria’s spine and grant walkers and cyclists countless Roman roads and ancient foot paths which lead up and down from one alfresco terrace or shaded beech grove to the next.
Assisi
1. Assisi
Two of Italy’s favourite worlds collide in Assisi as art meets religion in the ecclesiastical architecture of San Francesco and Santa Chiara basilicas, and the Romanesque facade of the Cathedral of San Rufino. As the birthplace of several saints, Saint Francis being the best known, the whole town is a UNESCO site and the medieval ruins of Rocca Maggiore provide a fabulous location to take it all in.
Gubbio
2. Gubbio
The slopes of Mount Ingino are on the map for several reasons, including: high pasture hikes, the gorgeously Gothic Gubbio and one of the world’s largest Christmas trees. Xmas and hiking aside, Gubbio is an atmospheric and slightly stern looking town with Roman ruins and a hilltop mausoleum adding to a confusion of narrow alleys and steep stone steps which never fail to lead to an out of the way cafe.
Montone
3. Montone
Montone is one of Umbria’s best preserved small towns and invites visitors to sample the sublime sluggish charm of central Italy. Elegant alfresco terraces and scenic hillside piazzas provide the setting for an afternoon of people or cloud watching whilst the constant clang of metal signals the start of May’s traditional iron forgers’ festival – perhaps a caffeine-free alternative to espresso?
Orvieto
4. Orvieto
A funicular railway dissects Orvieto’s volcanic slopes to reach the prized restaurants, narrow alleyways and Gothic cathedral spires that lie within. Some of the sheer cliff top views from the Pozzo di San Patrizio (St Patrick’s Well) are breathtaking, but descend deep below the soft volcanic tuff and you’ll find a labyrinth of subterranean tunnels and tombs, definitely worth investigating further.
Perugia
5. Perugia
Umbria’s capital rivals Volterra for Etruscan archways and secular structures, with the Palazzo dei Priori, Fontana Maggiore and Capella di San Severo all doing their best to tempt travellers from Tuscany. A closer inspection unveils frescos by Raphael and Perugino, plus the mysterious “underground city”, although these days it’s chocolate (Oct) and jazz (July) festivals that occupy space in the cultural calendar.
Spoleto
6. Spoleto
Rocca Albornoziana fortress surveys Spoleto’s Roman ruins from the Sant'Elia hills and can be accessed either by scenic escalator or steepish walking trail, if you’re feeling fit. An interconnecting bridge, the Ponte delle Torri, leads to the wooded mountain of Monteluco and encapsulates the valley setting as the trail extends to the hermitage of St Francis hidden deep within the ‘bosco sacra’ (sacred wood).
Our Umbria holidays reviews
4.8
104Umbria holidays reviews
Mary-Jo Duffy23 Oct 2025
I am recommending this operator and Chiara in particular, she shepherded me through many times, as an Australian not so famiiar with travel in Europe.
Thank-you for connecting me with the operator, it was the best overseas experience hat I have had with respect to the design and support of a plan to explore a country.read more
Rachel Passmore11 Sep 2025
I thoroughly enjoyed this holiday. Marina made us all feel so welcome and nothing was too much trouble. If you enjoy Italian food in a peaceful setting then this is the holiday for you.read more
Jennifer Arthur11 Sep 2025
There's a bit of cooking, plenty of delicious food and wine, and ample time to relax.
Excellent. Exceeded my already high expectations.read more
