Tailor-Made Trips to Italy

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Italy Travel Insights

Tour Rome's iconic Colosseum
Map of 5 Days in Italy - 5 Unique Itinerary Ideas
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.

The laid-back beaches on the Amalfi Coast make a wonderful getaway
Map of 1 Week in Italy - 5 Unique Itinerary Ideas
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.

Sunset over Venice
Map of 10 Days in Italy & Greece - 5 Unique Itinerary Ideas
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.

St. Peter's Basilica at dawn in Vatican City, Rome, Italy
Map of 2 Weeks in Italy & Greece - 5 Unique Itineraries
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.

Discover Italy's Veneto region and make a stop to check out the wooden bridge of Bassano del Grappa
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.

Old Town and port of Mandello del Lario in late summer
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

Experienced travel agents with a passion for Italy
Travel specialist Leslie Tranchina
active 17 hours ago

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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Travel specialist Eirini Daouka
active 2 days ago

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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Travel specialist Elisa Sciabica
active 2 days ago

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...

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Travel specialist Melanie Rapuano
active 7 hours ago

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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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

A perfect honeymoon in Italy!
Italy | Jun 7 - Jun 18, 2025

N
Nandita B.
Ashburn, VA | Reviewed on Jun 19, 2025
From start to finish, our 12 day honeymoon (organized by Giulia) was absolute perfection. We went to Rome, Pompeii, Sorrento, Florence, and Venice. From the get-go, I felt I could trust Giulia to curate the best experience for us in our budget. A few standout things for us: First of all, the accomodations were incredible. Great locations and very high-quality. Second, we were very appreciative of the level of communication and service both ahead of the trip and during the trip. You know... Read more

From start to finish, our 12 day honeymoon (organized by Giulia) was absolute perfection. We went to Rome, Pompeii, Sorrento, Florence, and Venice. From the get-go, I felt I could trust Giulia to curate the best experience for us in our budget. A few standout things for us: First of all, the accomodations were incredible. Great locations and very high-quality. Second, we were very appreciative of the level of communication and service both ahead of the trip and during the trip. You know exactly where you need to be and when and all transfers were exactly as expected. No matter where we ended up, we could be rest assured that someone with a sign with our name on it would be waiting for us. Even during the trip, when one of our tours had to be adjusted (not Kimkim's fault), the team was super quick to come up with an alternative. Third, all the tours and experiences were just awesome. Special highlights were our private tour of the Uffizi Gallery, our private walking tour of Venice, and our day trip being driven around Amalfi.

A small anecdote to just highlight the level of service: a few weeks before our trip, Giulia had to contact us that because of last minute Jubilee changes, we needed to move our Vatican tour time to ensure we could see everything. While in Rome, we overheard another couple at dinner find out in real time that they wouldn't be able to go to the Vatican because they were scheduled to go at our original time. We told them that our travel agent had been so on top of it and sorted out this issue weeks ago!

We would definitely use kimkim again for a future trip!

Local specialist: Giulia Bonati
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Italy High School Trip
Italy | Feb 25 - Mar 7, 2025

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Felicity B.
Newark, NJ | Reviewed on Jun 19, 2025

I took 13 students to Italy this spring and we had a phenomenal experience working with Chris and the KimKim team! We spent 10 days in Rome, Sorrento, and Florence studying the Roman Empire and the Renaissance. Our guides, particularly Stefania and Carmine, were absolutely incredible and my students and I learned so much. KimKim handled everything and it was such a smooth process. My school was so impressed they want me to lead a similar trip in the future. I cannot recommend KimKim enough!

Local specialist: Chris Gravas
Chris
Chris Gravas
Local specialist in Athens, Greece | Replied on Jun 20, 2025

Dear Felicity,

I truly appreciate your kind words. I am humbled. I am very happy that this trip turned out to be an amazing experience for you & your students, and that the whole trip went as smoothly as possible. Should you wish to do a similar trip with me in the future, you know where to find me :)

Thank you very much for your recommendation and review, and I wish you all the best with safe future travels!

Kind regards,
Chris

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We used Melanie for our family with 2 teenage...
Italy | Jun 6 - Jun 18, 2025

J
janet k.
Chicago, IL | Reviewed on Jun 19, 2025
We used Melanie for our family with 2 teenagers. When planning for Italy, we tried to plan on our own at first but it was quite overwhelming especially coming from the US and for 13days. It was worth using Melanie's planning services especially with our limited time to travel as a family and to make the best use of our time! Our two teens kept saying the following " the way she planned this makes complete sense! and the tour guides were so nice and tailored the tours and conversations to... Read more

We used Melanie for our family with 2 teenagers. When planning for Italy, we tried to plan on our own at first but it was quite overwhelming especially coming from the US and for 13days. It was worth using Melanie's planning services especially with our limited time to travel as a family and to make the best use of our time! Our two teens kept saying the following " the way she planned this makes complete sense! and the tour guides were so nice and tailored the tours and conversations to their interests! that they loved the tours and felt it was well paced " Things that would have stressed us out, like navigating pickups, arranging tours to, how to navigate the train systems, Melanie planned every detail out. We were so relaxed with very little to worry about, and she had people everyday make sure that we were good with our day schedule. She planned it so that the kids and parents got to do the "right amount" of tours, down time, exploring on our own. It's so funny , it's hard to imagine these things can be stressful on a trip, but when you are working with Melanie, and once you are in the trip, we all started saying, that makes sense to arrange this on this date, and this place first... at one point the trains needed to be switched and she took care of it seamlessly. All the stuff I would read online on Italy travel planning before caused a bit of anxiety when they were planning their own trips, but with Melanie, we didn't have to worry about it, because her itinerary and services just worked. Additionally, when my girl and I got sick, she followed up with us on how to best get care. It felt very comfortable, like you had family helping navigate you through Italy. We will for sure use her again when we come back to explore other parts of Italy. Communication was very prompt, and drivers were kind and courteous, and Melanie and Agoda were fabulous in taking care of each step. Highly recommended !

Hotel Reviews
Hotel Della Conciliazione
Rome

perfect spot! close to vatican and yet only 20min walk to main shopping and sites. Didn't realize this hotel was right in front of the most charming brick laden street , quiet little souvenir shops, 3 gelatos all within the same street, outside restaurants patio dining, but yet quiet and right amount of bustle to make you feel part of something. Lovely beautiful hotel. Great breakfast. Lovely staff. Highly recommend. clean !

Authenticity & Character
Location
Staff
Cleanliness & Comfort
So' Lifestyle Hotel Sorrento
Sorrento

The best hotel for Sorrento, when the beachclubs can only offer so much, like more tanning than anything, this hotel had a wonderful beautiful pool to refresh. Highly recommended! even had gluten free breakfast! Kind staff and very clean and modern

Authenticity & Character
Location
Staff
Cleanliness & Comfort
VENICE TIME HOTEL
Venice

perfect place, beautiful, great breakfast, people were so kind and welcoming Beautiful courtyard. Close to everything yet quiet and feels like a secret getaway from all the bustle to relax at night. Even had gluten free breakfast!

Authenticity & Character
Location
little alley , safe but literally close to the main areas
Staff
Cleanliness & Comfort
Activity Reviews
Vatican & Sistine Chapel Tour
Vatican & Sistine Chapel Tour
Rome

The tour guide Melanie chose was fantastic! He was so knowledgeable and knew how to weave through the crowd! There were crowds of people, but Melanie's arrangement allowed use to bypass all the lines and just get in, the guide showed us all the key pieces and you could see all the correlation with the other. Fantastic and quite amazing tour!

Quality of Experience
Guides, Drivers and Staff
Transport
Appian Way by E-bike: Tour with Catacombs, Aqueducts, and Food
Appian Way by E-bike: Tour with Catacombs, Aqueducts, and Food
Rome

family loved this experience! Tour guide that Melanie picked was great, tailored the tour to the kids interests, so kind, and the. biking and catacombs was truly an experience for them. HIGHLY recommended!

Quality of Experience
Guides, Drivers and Staff
Transport
Colosseo and Roman forums adventure
Colosseo and Roman forums adventure
Rome

Our family loved this, great tour and guide, highly recommend private tour, get a lot more information!!

Quality of Experience
Guides, Drivers and Staff
Transport
Day trip from Sorrento to Pompeii and Mt Vesuvius
Day trip from Sorrento to Pompeii and Mt Vesuvius
Italy

OUR TEENS LOVED THIS! They way that Melanie our Kim Kim Agent timed the tour was perfect so that it wasn't too terribly hot. They really had a good experience with the tour guide, he was fantastic, he was so enthusiastic and our family could really get a first hand look at how they lived. He was a great storyteller,and could not have been with a better tour guide for Pompeii! Mt Vesuvius was fantastic also! Both timed just perfectly.

Quality of Experience
Guides, Drivers and Staff
Transport
Private boat tour on the Amalfi Coast
Private boat tour on the Amalfi Coast
Italy

Must do! Our teens loved the private boat, had a bathroom, very clean, sunbathed on the desk, and skipper was so kind and flexible. Spent the whole day stopping and shopping and swimming in the sea. Clean nice boat

Quality of Experience
Guides, Drivers and Staff
Transport
Venice Gondola Ride
Venice Gondola Ride
Venice

Amazing gondola ride, our tour guide we didn't realize was so famous! He even sang for us! Our teen girls loved this.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Melanie Rapuano
Melanie
Melanie Rapuano
Local specialist in Italy | Replied on Jun 20, 2025
Hi Janet,
thank you so much for your lovely review.
As I mentioned in our messages, it was a real pleasure to have you as guests. It really did feel as though it was family visiting!
It's so important to get a better understanding of those travelling simply because it allows me to really customise the trip, just as if it were family. So you mentioning that same thing, is the best compliment ever, as I'm fullfilling my job and designing YOUR trips; not standard trips, not catalogue trips,... Read more

Hi Janet,
thank you so much for your lovely review.
As I mentioned in our messages, it was a real pleasure to have you as guests. It really did feel as though it was family visiting!
It's so important to get a better understanding of those travelling simply because it allows me to really customise the trip, just as if it were family. So you mentioning that same thing, is the best compliment ever, as I'm fullfilling my job and designing YOUR trips; not standard trips, not catalogue trips, but your special trip exactly how you wanted it, without really knowing what it is you wanted! So thank you!

I can't wait to plan your next trip Janet.
Take care and keep in touch,
Melanie

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