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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 Eirini Daouka
active 3 mins 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 Melanie Rapuano
active 9 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 3 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 16 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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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

The whole KimKim team was amazing, very knowl...
Italy | May 2 - May 15, 2025

A
Alex H.
Dallas, TX | Reviewed on May 16, 2025
The whole KimKim team was amazing, very knowledgeable about the area and set up wonderful excursions and experiences as well as great tips for down time. We did have one encounter where on of the vendors no showed but KimKim rallied and found us another similar experience in no time. Overall I am very happy with my experience with KimKim and will definitely use them again for future trips. Read more

The whole KimKim team was amazing, very knowledgeable about the area and set up wonderful excursions and experiences as well as great tips for down time. We did have one encounter where on of the vendors no showed but KimKim rallied and found us another similar experience in no time. Overall I am very happy with my experience with KimKim and will definitely use them again for future trips.

Hotel Reviews
Hotel Orto de' Medici
Florence

Great room, beautiful garden, great breakfast

Authenticity & Character
Location
Very centrally located in Florence, only 15 mins from Duomo
Staff
Cleanliness & Comfort
Relais Della Rovere
Colle di Val d'Elsa

Great hotel restaurant and beautiful ground, only real issue we had was the lack of air conditioning on a night- rooms got rather hot.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Una Villa - Amalfi Boutique B&B
Amalfi

Amazing staff who made our honeymoon so special. We have nothing but positive things to say about our time at Una Villa

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Ca' dei Proverbi Suites
Venice
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Boat tour to Li Galli islands and Capri from Amalfi
Boat tour to Li Galli islands and Capri from Amalfi
Italy

What was originally supposed to be a boat day with opportunity to swim just turned into a ferry ride to Capri. The boat never stopped in any of the swimming areas that were advertised and no one else on the boat had planned to swim. Felt like a missed opportunity on an otherwise good day.

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

Loved our gondolier, he was so nice and welcoming as well as knowledgeable about the area and architecture

Quality of Experience
Guides, Drivers and Staff
Transport
Hand-made Pasta & Typical Dessert Cooking Class
Hand-made Pasta & Typical Dessert Cooking Class
Florence

We were originally supposed to have a private market tour and cooking class but when our original vendor cancelled. Kim Kim found us a group class in very short time. Overall an enjoyable experience and the chef, Frederico, was an absolute delight.

Quality of Experience
Food
Guides, Drivers and Staff
Transport
A Guided Hiking Adventure in the Heart of Chianti
A Guided Hiking Adventure in the Heart of Chianti
Italy

Our guide was wonderful and so friendly. She certainly put us through our paces over a 4.5 mile hike through all different types of terrain and landscape. We really enjoyed this whole experience and loved the passion and knowledge that our guide had for all things nature.

Quality of Experience
Guides, Drivers and Staff
Winery visits with Driver at disposal in Tuscany
Winery visits with Driver at disposal in Tuscany
Chianti

We had a wonderful time visiting wineries. All the staff were extremely knowledgeable and helpful. We also had a driver for the day and he was very courteous and cordial. Overall a great experience

Quality of Experience
Food
Guides, Drivers and Staff
I’m
Transport
Local specialist: Eirini Daouka

Italy Trip of a Lifetime
Italy | May 1 - May 11, 2025

Braden
Braden S.
Sioux Falls, SD | Reviewed on May 13, 2025
Everything went so smoothly between transports, tours, and hotels. The accommodations were beyond our expectations. All of the tours were amazing. Having a private guide for those tours made it so much better as well as skipping the long lines. Very happy with location and quality of hotels. Eirini did a great job. Always responsive and created a itinerary perfect for our liking. All of the guides and transport drivers were friendly and great. Will recommend to friends for future... Read more

Everything went so smoothly between transports, tours, and hotels. The accommodations were beyond our expectations. All of the tours were amazing. Having a private guide for those tours made it so much better as well as skipping the long lines. Very happy with location and quality of hotels. Eirini did a great job. Always responsive and created a itinerary perfect for our liking. All of the guides and transport drivers were friendly and great. Will recommend to friends for future vacations.
Being able to see 4 different Italian cities all were unique and different in their owns ways made this trip always exciting with never knowing what the next location would entail.

Local specialist: Eirini Daouka
Eirini
Eirini Daouka
Local specialist in Greece | Replied on May 14, 2025

Dear Braden, Thank you so much for your lovely words. It’s a great pleasure to hear that the trip exceeded your expectations and that each destination brought a new and exciting experience. We’re so glad you were able to enjoy the diversity of our beloved Italy in such a smooth and comfortable way.
We also truly appreciate your kind recognition of our guides and drivers, we’re proud to collaborate with them.
Looking forward to helping you or your friends plan another unforgettable adventure in the future.
Arrivederci!

Gentleman's Trip to Italy
Italy | Apr 17 - Apr 26, 2025

S
STEVE T.
Canada | Reviewed on May 13, 2025
My brothers and I had a amazing trip to Italy, beautiful Italy with its historical sites, amazing food, and incredible coastal and mountain views. The tour guides were very knowlegeable and were very interesting. The drivers and boat captain were very professional and always on time. The hotels that were selected met our needs and were clean and were located strategically so our tours were close by. Irene (KimKim) did an amazing job of planning our trip, tickets were purchased ahead of... Read more

My brothers and I had a amazing trip to Italy, beautiful Italy with its historical sites, amazing food, and incredible coastal and mountain views. The tour guides were very knowlegeable and were very interesting. The drivers and boat captain were very professional and always on time. The hotels that were selected met our needs and were clean and were located strategically so our tours were close by.

Irene (KimKim) did an amazing job of planning our trip, tickets were purchased ahead of time so we could skip the line. Tour guides and drivers were all on time and pleasant to deal with. The hotels chosen were perfect for our needs. Overall I would give it a 9.5 out of 10.

Hotel Reviews
Hotel Modigliani
Roma
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Hotel Pupetto Positano
Positano SA

Great location on the water but a lot of stairs if you want to go up to the road. However, nice easy path to get to Positano.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Palazzo Guardati Hotel Sorrento
Sorrento

great location right in the middle of Sorreto

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Hilton Rome Airport Hotel
Fiumicino

Nice hotel but they were supposed to just hold our credit card but they actually charged it and we had to wait 2 weeks to see it get off our pending charge.

Authenticity & Character
Location
Staff
staff charged our credit card but was just supposed to hold it.
Cleanliness & Comfort
Activity Reviews
Aperitivo & Stroll around Sorrento
Aperitivo & Stroll around Sorrento
Sorrento

This was probably our best memory of our trip. Sorrento is such a beautiful small town on the coast. The shopping was really nice cheap and good stuff. The tour guide was very knowlegeable and interesting.

Quality of Experience
Guides, Drivers and Staff
professional, knowlegable, spoke very good english
Transport
Local transfer in Amalfi Coast
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Useful Information
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Express Colosseum Tour
Express Colosseum Tour
Rome
Quality of Experience
Guides, Drivers and Staff
Transport
Trastevere Afternoon Food Tour & Wine Experience
Trastevere Afternoon Food Tour & Wine Experience
Rome

Food and drinks were amazing. Tour guide too.

Quality of Experience
Food
Guides, Drivers and Staff
Transport
Vatican Guided Tour
Vatican Guided Tour
Rome

Tour guide very knowlegeable and spoke very good English

Quality of Experience
Guides, Drivers and Staff
Transport
Evening Drinks & Golf Cart Tour
Evening Drinks & Golf Cart Tour
Rome

This was our first day/night in Italy and it gave us a good sample of Rome has to offer. Tour guide gave us some good restaurant recommendations. He was amazing.

Quality of Experience
Guides, Drivers and Staff
Transport
Amalfi Coast Boat Tour From Sorrento
Amalfi Coast Boat Tour From Sorrento
Sorrento

Beautiful boat tour along the coast. It was a beautiful day weather wise. The captain was professional and knowledeable.

Quality of Experience
Guides, Drivers and Staff
Transport
Private Pompeii Tour
Private Pompeii Tour
Pompeii

Tour guide was very interesting telling us all about Pompeii and the history. One of our favorite stops.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Irene Lappa

Why travelers love kimkim

Custom trips for independent travelers who are too busy to plan
Customize your trip with the help of a local travel specialist

Kimkim has handpicked the world’s top local travel specialists so you will have peace of mind and an unforgettable trip that meets your exact requirements.

Authentic travel experiences

Kimkim’s local specialists ensure that you will have the best experience based on up-to-date local insights. On top of that, the vast majority of your money will go straight to support and grow local economies.

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Local support during your trip

You can always reach your local specialist with a quick message or call in case you hit a snag during your trip, or simply want some great local recommendations.