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
The best time of year to visit Italy is the late spring, early summer, and September, when the weather is warm, the crowds are manageable (particularly along the coasts), and most destinations and attractions are accessible. Summer is very warm, especially in the south, along with plenty of visitors in pursuit of "la dolce vita." Fall brings moderate temperatures 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

Leslie Tranchina
Born and raised in the heart of Italy, in Bologna—a city perfectly nestled between the Dolomites and Rome—I have always been passionate about nature, hiking, culture, and savoring incredible food....
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Manuela Cardillo
Born in the heart of Naples, but now calling the northern beauty of Brescia home, I am a travel enthusiast on a mission to share the wonders of Italy with other explorers. From Madrid and...
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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...
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Eleonora Arrigoni
Born and raised in Milan, I graduated in Tourism Sciences and Local Community. Passionate about the travel industry from a young age, I explored the world of luxury hospitality between Dubai and...
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30th Anniversary Southern Italy Trip
Italy
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Sep 10 - Sep 22, 2025

Our experience with KimKim, Elisa and Lorenzo...
Italy
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Sep 12 - Sep 20, 2025

Our experience with KimKim, Elisa and Lorenzo was fantastic. The hotels in Rome and Florence were in the perfect location and so unique and wonderful. Our drivers were all wonderful and communicative. The tour guides took us on the most unique adventures and took the time to show us special, authentic local eateries, artisans and cultural areas. The hotels, tours and transportation were all flawless. Everything was timed perfectly I can't say enough about the wonderful experience we had on our trip. I highly recommend and will absolutely use them again!

Shawn, thank you so much for your incredible feedback! 😊 I’m absolutely thrilled to hear that you and Amy had such a wonderful time in Italy and that everything went perfectly. It means the world to us to know that the hotels, drivers, and tours truly made your trip special, and that we could give you a taste of authentic local experiences.
If you ever plan another trip, we’d love to help you explore even more of what Italy has to offer.
Thanks again for your kind words and your trust in us. Can’t wait to work with you again! 😊
Travel needs= Kim Kim
Italy
|
Sep 9 - Sep 19, 2025
