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 179 reviews

I could not recommend this company enough. Everything was professional and seamless. We really felt like all of our needs were met and everything was thought of.
– Alyssa & Darren, New York
Year : 2025
Visited : Italy
Itinerary : Rome, Sorrento, Naples, Taormina, Palermo
Rating :
Visited : Italy
Itinerary : Rome, Sorrento, Naples, Taormina, Palermo
Rating :
5 / 5

We already spoke to a few people who were unhappy with how tiring their trip was and how they were struggling to see the important places in the city. We recommended Jayway and shared your information with them. This is our first time using a travel tour agency, and although more expensive than doing it myself, it was well worth it and we would do it again.
– Maryann & Richard, New York
Year : 2025
Visited : Italy
Itinerary : Palermo, Taormina, Siracusa
Rating :
Visited : Italy
Itinerary : Palermo, Taormina, Siracusa
Rating :
5 / 5

You planned a perfect trip for us thank you everyone we dealt with were great the guides Georgina was so helpful it really was planned well
– Victoria & Angela, Massachusetts
Year : 2025
Visited : Italy
Itinerary : Rome, Florence, Sorrento, Rome
Rating :
Visited : Italy
Itinerary : Rome, Florence, Sorrento, Rome
Rating :
5 / 5