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.
How it works
Step 1
Tell us what kind of trip you want
Step 2
Chat with a local travel specialist
Step 3
Securely book your trip
Meet our Local Travel Specialists
Elisa Sciabica
I'm Elisa, and I come from Palermo, Sicily. I'm a lover of travels in every aspects. I consider myself a citizen of the world, but I have a deep love for my land and everything it has to offer. I...
read more...
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...
read more...
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...
read more...
Maria Grazia Rubino
Born and raised in Southern Italy, I had the privilege to travel a lot, both in Italy and abroad. As a matter of fact, for me, travel is an all-consuming passion that started during my first trip...
read more...
Trip Reviews for Italy
Wonderful trip
Italy
|
Jun 29 - Jul 12, 2025
Dear July, Thank you so much for your kind words! We’re thrilled to hear you enjoyed the tours and appreciated our quick responses. It’s especially rewarding to know your guide in Santa Margherita made a positive impact—our collaborations with passionate, knowledgeable professionals are something we’re truly proud of. We're sorry to hear that the Milan experience didn’t quite resonate with you, and we genuinely value your honest feedback. It helps us continue refining every part of the journey.
We look forward to welcoming you back to Italy in the future!
Luca did a wonderful job of creating our tour...
Italy
|
Jul 6 - Jul 15, 2025
Luca did a wonderful job of creating our tour of Italy and Aurora was very responsive once we arrived. Additionally, due to some travel delays, the 24 hour service offered by KimKim was excellent.
Accommodations were great, itnerary perfect and very impressed with the CiaoFlorence drivers that KimKim shceduled for us. They were always on time, professional and friendly.
Ciao Chris!
Thank you so much for your kind words and I am soooo glad you loved your trip to Italy and had an amazing time here!
Looking forward to hearing from you again in the future and start working on another great trip to my lovely country!
Stay safe and all the best!
Luca
We had limited time at our locations. Chris w...
Italy
|
Jul 7 - Jul 14, 2025
Dear Surinder,
Thank you very much for your kind words and appreciation of our services, I am most grateful. Also, thank you for the details regarding the hotels and the activities, this will surely be of use to future travelers. I am very happy that everything was smooth and that all logistics of your trip were up to your standards. I look forward to planning your next family adventure, to Greece or Italy again. Until that time, enjoy the rest of your summer, and happy and safe travels!
Kind regards,
Chris
