Italy Travel Insights


5 Days in Italy - 5 Unique Itinerary Ideas
If you have five days in Italy, it's best to focus on one city or region—otherwise, you'll likely feel like you're spreading yourself too thin. On these five unique itineraries, you'll discover northern Italy's food scene, explore a corner of Sicily, road-trip between coastal villages on the Amalfi Coast, cycle through Tuscany's wine roads, or get to know the Eternal City.


1 Week in Italy - 5 Unique Itinerary Ideas
With one week to explore Italy, you can focus on the country's must-see highlights while hopping between Rome, Florence, and Venice. Or, swap in the Amalfi Coast and a day trip to Capri if you're eager for a slice of idyllic coastline. If you're a traveler who enjoys the freedom of a rental car, you'll find Tuscany the ideal road-tripping destination, while Sicily and hiking in the Italian Dolomites are a great fit if you're seeking a more specialized trip.


10 Days in Italy & Greece - 5 Unique Itinerary Ideas
Ten days may seem like a short time to see both Italy and Greece, but you'll still get to experience all the main destinations, with enough time for a beach day or two. Focus your trip on a particular theme—like history, wine, or family—to fully immerse yourself in your favorite day-to-day adventures. Regardless of which itinerary you choose, it's easy to modify any of these trips to give you a bit more time in your favorite places.


2 Weeks in Italy & Greece - 5 Unique Itineraries
Two weeks in Italy and Greece is enough time to get a feel for the Mediterranean culture and experience the best of what interests you, especially if you choose a focus to guide your trip: highlights, family-friendly, beaches, history, or food and wine. Although you can opt to spend more time focused on your favorite activities, each itinerary includes a well-rounded set of experiences: historic sites, bustling city markets, quiet neighborhood cafes, and sunny beaches, perfect for soaking in the sunshine.

How Many Days to Spend in Italy
Italy has 20 regions, each with its own identity. Landscapes, cuisine, and dialect differ greatly from one to the next, and each merits its own visit. If your time is limited, you'll be able to see Italy's highlights in a matter of days—but spending two weeks or more means you'll get to explore multiple regions and fall in love with authentic Italy.

Best Time of Year to Visit Italy
When should you go to Italy? Summer is very warm, especially in the south, along with plenty of tourists in pursuit of "la dolce vita." Hit the coast in late spring, early summer, or September when weather is warm and crowds are manageable. Autumn brings moderate temps throughout the country and beautiful foliage in Tuscany—this is also a quiet time of year in Rome and Florence, making it ideal for sightseeing.
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Meet our Local Travel Specialists

Melanie Rapuano
My name is Melanie and I'm a Travel Specialist based here in Italy! I'm half Italian and half British and I come from a city just off the Amalfi Coast! I've always loved creating travel plans for...
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Rita Pagano
"Travel as much as you can, as far as you can, for as long as you can. Life is not meant to be lived in one place." This is my motto. I’m from Italy, specifically Naples (yes, the birthplace of...
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Chris Gravas
My name is Chris and I have a passion for authentic experiences, cultural awakenings, and nature explorations. As a partner of a local boutique travel agency, I take every chance to explore Greece...
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Eirini Daouka
I was born in Thessaloniki, Greece's second largest and —to my belief— most vibrant city, and a gastronomic paradise. I always loved being a traveler of my own birthplace, collecting all the city...
read more...Trip Reviews for Italy
My wife and I had a great time in Italy, and ...
Italy
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Apr 20 - Apr 27, 2025


Hi Jim! I’m so happy to hear you both had such a great time in Italy! It was a pleasure putting everything together for both of you, and I’m so glad the app and guides helped make the experience smooth and special. It's great that you're already thinking about your next trip… I’ll be here and ready when you are! :) Best regards, Bea.
Absolutely magical! Our Christmas trip to Italy
Italy
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Dec 22 - Jan 1, 2025

Gianni was our guide in Naples. It was the perfect balance between iconic sights and hidden gems. His knowledge in Naples and Pompeii made it so much more interesting. Stefano was our guide in Mt Vesuvius. He went far and beyond with our son Lukas, making it the... Read more

Ciao Ana,
Thank you from the bottom of my heart for your kind words. It was truly a pleasure to create this special journey for your lovely family🥰. Knowing that every guide, stop, and detail contributed to your meaningful moments fills us with joy.
A special thanks from me and the entire team.
Warm regards,
Caterina
Exceptional Service and an Unforgettable Journey!
Italy
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Apr 18 - Apr 26, 2025

From the very first inquiry through my constant changes until the moment I returned home, the whole team provided outstanding service and attention to detail. The planning process was seamless. Caterina listened carefully to my preferences and crafted an itinerary that perfectly matched my interests and budget. Every aspect was thoughtfully arranged. I especially appreciated the... Read more

Ciao Ana,
Thanks so much again for your wonderful words! I’m absolutely delighted to hear that everything exceeded your expectations. I can’t wait to share your compliments with our amazing team, they’ll be so happy to hear it!
I can’t wait for your next adventure with us!
Warm hugs,
Caterina