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 Melanie Rapuano
active 2 mins 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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Travel specialist Rita Pagano
active 57 mins ago

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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Travel specialist Chris Gravas
active 12 hours ago

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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Travel specialist Eirini Daouka
active 12 hours 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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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

My wife and I had a great time in Italy, and ...
Italy | Apr 20 - Apr 27, 2025

Jim
Jim S.
Newark, NJ | Reviewed on May 04, 2025
My wife and I had a great time in Italy, and we're already planning our next trip. Bea did a fantastic job planning every last detail of our trip. The travel app made it super easy and convenient. The guides that KimKim set up for our the coliseum, the Vatican, Amalfi, and Pompeii were amazing! We plan to return again next year to Italy with our friends and will absolutely use KimKim to plan our entire trip! Read more

My wife and I had a great time in Italy, and we're already planning our next trip. Bea did a fantastic job planning every last detail of our trip. The travel app made it super easy and convenient. The guides that KimKim set up for our the coliseum, the Vatican, Amalfi, and Pompeii were amazing! We plan to return again next year to Italy with our friends and will absolutely use KimKim to plan our entire trip!

Hotel Reviews
The Glam
Rome

Amazing experience! The bar and restaurant staff were fantastic

Authenticity & Character
Location
Perfect location, easy access to everything in the city
Staff
Very pleasant and personable
Cleanliness & Comfort
Hotel Luna Convento 4* Amalfi
Amalfi

What a beautiful hotel+

Authenticity & Character
Location
Perfect location, easy access to everything
Staff
Cleanliness & Comfort
Local specialist: Beatriz De Pablo Rocha
Beatriz
Beatriz De Pablo Rocha
Local specialist in Madrid | Replied on May 06, 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 | Dec 22 - Jan 1, 2025

Ana
Ana C.
St. Marys, GA | Reviewed on May 01, 2025
Absolutely magical! Our Christmas trip to Italy with KimKim was truly the experience of a lifetime. From start to finish, every detail was thoughtfully planned by Caterina and perfectly executed by Martina and all the team.
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

Absolutely magical! Our Christmas trip to Italy with KimKim was truly the experience of a lifetime. From start to finish, every detail was thoughtfully planned by Caterina and perfectly executed by Martina and all the team.
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 experience of a lifetime for him!.
We were received by Beatrice in Rome and did the Colosseum with Livitaly. Maura was our guide for all the historical monuments and made the day a very special one.
Beatrice escorted us to the train and Marta was waiting for us in Florence where Martina guided us through this wonderful city showing her knowledge and experience. How can we forget our day with Alessandro in Pisa! He made it more interesting since he is originally from there and knew all the stories!
Our last stop was Venice, where Beatrice met us and escorted us to the espectacular hotel! She also went with us to Murano and Burano for a magical day. We met Alessia for a wonderful tour around the city and spent New Years with fireworks overlooking the water! What a wonderful way to enjoy the season!
I want to mention our drivers, Carmine, Flavio, Giulio for being so nice and professional.

We spent 11 wonderful days with wonderful people. Every guide we met was friendly, knowledgeable, and genuinely passionate about sharing their love for Italy. Special thanks to our drivers and guides-your enthusiasm, stories, and recommendations made each day unforgettable. The restaurants and gelato shop suggestions were spot on, and the private tours allowed us to skip the crowds and make the most of every moment.

What truly set this experience apart was the personal touch and flexibility. When we had a last-minute change or request, the team accommodated us with a smile, making us feel like family.

A heartfelt thank you to everyone involved-from the planners behind the scenes to our wonderful guides and drivers. You gave us a Christmas we’ll never forget and memories we’ll treasure forever. We can’t wait to return and explore more of beautiful Italy with you!

If you’re considering a trip, look no further, KimKim will make your Italian holiday dreams come true

Hotel Review
Sina Centurion Palace Venice
Venice
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Local specialist: Caterina Belvedere
Caterina
Caterina Belvedere
Local specialist in Arsoli (Rome) | Replied on May 05, 2025

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 | Apr 18 - Apr 26, 2025

Ana
Ana C.
St. Marys, GA | Reviewed on Apr 30, 2025
I recently returned from a trip organized by Caterina, and I cannot recommend the service highly enough!
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

I recently returned from a trip organized by Caterina, and I cannot recommend the service highly enough!
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 personalized touches, like restaurant recommendations and insider tips for each destination.

During the trip, everything went off without a hitch. We were met in Milano by our driver Alessandro and by Roberta who was always super responsive. Our tour guide Barbara was awesome! Her knowledge of the city and her personality made our day with her a very enjoyable one! Our transfer to Torino with our driver Michele was smooth and fast, same as the one from Torino to MIlano with our driver Francesco.

Transfers were punctual, guides were knowledgeable and friendly, and each activity exceeded my expectations. Once again It is clear that KimKim has strong relationships with local partners, which made the whole experience feel authentic and special.

I will definitely be booking my next adventure with them and recommending their services to friends and family!

Thank you for another unforgettable trip!

Activity Reviews
Private tour of Milan Highlights with La Scala theatre
Private tour of Milan Highlights with La Scala theatre
Milan

Barbara was great! Lots of history and fun facts about the city.

Quality of Experience
Guides, Drivers and Staff
Transport
Private tour of Milan - Cleary Family
Private tour of Milan - Cleary Family
Milan
Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Caterina Belvedere
Caterina
Caterina Belvedere
Local specialist in Arsoli (Rome) | Replied on May 05, 2025

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

Why travelers love kimkim

Custom trips for independent travelers who are too busy to plan
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