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 220 reviews

JayWay travel went above and beyond in every step of our trip. Daniele was the best driver/tour guided we could ask for. So accommodating and gracious. He would say anything is "doable" and that he was just the driver. But, He was so truly so much more than that to the Tarsi family.
– Mary, David, Vincent, Antony & Denise, Pennsylvania
Year : 2026
Visited : Italy
Itinerary : Ancona, Assisi, Castellina in Chianti, Lucca
Rating :
Visited : Italy
Itinerary : Ancona, Assisi, Castellina in Chianti, Lucca
Rating :
5 / 5

Jayway made it so easy for us (two 70+ year old women) to experience Rome and Amalfi the way we chose to see it!
– Jo & Mary, Massachusetts
Year : 2026
Visited : Italy
Itinerary : Rome, Sorrento
Rating :
Visited : Italy
Itinerary : Rome, Sorrento
Rating :
5 / 5

Don’t even give it a second thought, do it and use them you will be glad you did. We are already talking about next years trip with them.
– Bill & Patricia, Florida
Year : 2026
Visited : Italy
Itinerary : Venice, Florence, Rome, Sorrento
Rating :
Visited : Italy
Itinerary : Venice, Florence, Rome, Sorrento
Rating :
5 / 5