My idea of heaven still is to drive the gravel farm roads of Umbria and Tuscany, very pleasantly lost.
- Frances Mayes
The so-called Green Heart of Italy, Umbria is an untouched region of unfathomable natural beauty in the central part of the country. With endless stretches of lush green forests, dreamy rolling hills, and picture-perfect medieval towns and villages, landlocked Umbria is known for its exquisite cuisine, superb local wine, and authentic ambiance. A road trip across Umbria's gorgeous scenery, complemented by a stay at a historic mansion in the heart of a quintessentially Italian town or a farm stay amidst the region's spectacular countryside, is the best way to get to know one of Italy's last remaining off-the-beaten-path regions, a true gem waiting to be discovered.
Inhabited since the Stone Age, Umbria rose to fame for being the birthplace of Saint Francis of Assisi, a Catholic friar who founded the Order of the Franciscans in the early 13th century, rendering Umbria the synonym for spirituality in Italy. Nowadays, unlike neighboring Tuscany, Umbria remains an under-the-radar region, ideal for anyone looking to experience the real Italy beyond the country's mainstream destinations.
Glowing Reviews from Our Guests
Average of our Guest's Ratings of our Italian vacation packages, based on 201 reviews
We had an outstanding experience working with JayWay Travel for our trip to Italy. They were incredibly thoughtful, professional, and making the entire journey feel seamless and personalized, like having a trusted friend helping plan the perfect vacation.
– Paul, JoAnne, BonniJo, James, Daniel, Leah & Walker, Michigan
Year : 2026
Visited : Italy
Itinerary : Rome, Florence, Lucca, Florence, Sorrento, Rome
Rating :
Visited : Italy
Itinerary : Rome, Florence, Lucca, Florence, Sorrento, Rome
Rating :
5 / 5
As first-time European travelers planning a very meaningful heritage trip, JayWay made the entire experience completely seamless, stress-free, and worry-free from beginning to end.
– Joan, Eric & Elliott, New Jersey
Year : 2026
Visited : Italy
Itinerary : Como, Trento, Venice, Florence
Rating :
Visited : Italy
Itinerary : Como, Trento, Venice, Florence
Rating :
5 / 5
Our experience was perfect. They are truly professional and very helpful in planning a dream vacation. I highly recommend using Jayway.
– Kim, Martin & Anthony, New York
Year : 2026
Visited : Italy
Itinerary : Rome, Palermo, Agrigento, Ragusa, Siracusa, Taormina
Rating :
Visited : Italy
Itinerary : Rome, Palermo, Agrigento, Ragusa, Siracusa, Taormina
Rating :
5 / 5