We’ll build you a custom Italian getaway featuring your favorite destinations. We take care of all the hard work of planning and booking – hotels, transport, and local guides -plus we’ll share our top picks for food and sights. You’ll also have a JayWay local expert on hand to make sure everything goes smoothly
Popular Italy
Vacation Itineraries
Our suggested itineraries are the ideal jumping-off point for further personalization. Get an instant price estimate then request your specific dates and any other customizations you wish.
* Starting price is per person, in US Dollars, based on double occupancy in 3 star accommodation, in the most affordable month an itinerary is offered. Airfare to Europe is not included.
Click on your choice of itinerary, select the number of travelers in your party, month of travel, and desired star level of accommodation to get an approximate price. Submit the enquiry form with any additional details and we can start planning your customized trip.
Italy Tour Packages
2026 & 2027
Feedback from recent travelers to italy
JayWay was so easy to work with and took away so much of the stress of planning a big trip like ours. The detailed itinerary was a very helpful tool to have throughout our trip. JayWay made our travel seamless and trouble free.
Our time in Puglia was nothing short of extraordinary and much of that is thanks to the outstanding service provided by Daniele. We never felt like clients; we felt like honored guests. His combination of professionalism, kindness, and expertise made this trip one of our most memorable travel experiences.
As a full-time working mom, I really wanted to take this trip but simply didn't have the time to research and plan everything myself. Having expert support made the entire process so much easier. Every detail was handled for us, thoughtful recommendations were provided, and the whole experience came together seamlessly.
Highlights
Historic Rome
Explore ancient wonders like the Colosseum, Roman Forum, and Pantheon in the heart of Italy’s capital.
Artistic Florence
Home to Renaissance masterpieces, Florence showcases the Uffizi Gallery, Ponte Vecchio, and the iconic Duomo.
Venetian Canals
Venice enchants with its unique canal network, St. Mark’s Square, and historic palaces like the Doge’s Palace.
Culinary Delights
Indulge in Italy’s world-renowned cuisine, featuring pasta, pizza, gelato, and exquisite wines.
Coastal Beauty
The Amalfi Coast’s dramatic cliffs, colorful villages, and Mediterranean views offer a stunning coastal escape.
Historic Pompeii
Step back in time at the ruins of Pompeii, frozen in the aftermath of Mount Vesuvius’s devastating eruption.
Tuscan Countryside
Experience the rustic charm of Tuscany with rolling hills, vineyards, and charming hilltop towns like Siena.
Cultural Extravaganza
From Milan’s fashion scene to Sicily’s unique traditions, Italy is a cultural mosaic with something for every traveler.