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

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

Experienced travel agents with a passion for Italy
Travel specialist Leslie Tranchina
active 21 mins 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 Melanie Rapuano
active 2 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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Travel specialist Rita Pagano
active 2 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 Anita Matijasevic
active 3 mins ago

Anita Matijasevic

I am passionate about travels, positive and enthusiastic people and exploring new places off the beaten path. Always ready for new life adventures and exciting experiences that make my heart beat...

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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

Loved Tuscany, Amalfi coast, Pompeii and Moun...
Italy | May 4 - May 15, 2026

J
Joel A.
Parole, MD | Reviewed on May 16, 2026
Loved Tuscany, Amalfi coast, Pompeii and Mount Etna! Read more

Loved Tuscany, Amalfi coast, Pompeii and Mount Etna!

Hotel Reviews
Hotel Tirrenia
Sorrento

Lovely hotel with great views

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Agriturismo La Pievina
Montepulciano

Great host great location!

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Sailing the Amalfi Coast: From Sorrento to Amalfi & Positano
Sailing the Amalfi Coast: From Sorrento to Amalfi & Positano
Italy

One of the highlights of the trip!

Quality of Experience
Guides, Drivers and Staff
Transport
Cooking Class in a Real Tuscan Farmhouse
Cooking Class in a Real Tuscan Farmhouse
Italy

Great experience

Quality of Experience
Food
Guides, Drivers and Staff
Local specialist: Anita Matijasevic

Francesca was great as a local contact and ke...
Italy | May 10 - May 15, 2026

T
Tricia s.
Chicago, IL | Reviewed on May 16, 2026
Francesca was great as a local contact and kept us well informed every day of the tour. Our local guides were also very good - Carol in Turin and Margherita in Cinque Terre. We would have liked more time to get to all 5 towns or were better informed on how much could be accomplished in an 8 hr day from Genoa. Read more

Francesca was great as a local contact and kept us well informed every day of the tour. Our local guides were also very good - Carol in Turin and Margherita in Cinque Terre. We would have liked more time to get to all 5 towns or were better informed on how much could be accomplished in an 8 hr day from Genoa.

Activity Reviews
Private Transfer from Genoa to  Cinque Terre
Private Transfer from Genoa to Cinque Terre
Italy
Day-trip to discover Portofino
Day-trip to discover Portofino
Italy

What a beautiful way to spend the day when staying in Genoa!

Quality of Experience
Quality of Experience
Guides, Drivers and Staff
Our driver was very accommodating
Guides, Drivers and Staff
Our driver was very accommodating
Transport
Cinque Terre Trekking Adventure
Cinque Terre Trekking Adventure
Italy

Margherita was an excellent guide

Guides, Drivers and Staff
We
Visit to a chocolate store with tasting
Visit to a chocolate store with tasting
Italy

A great way to round out our walking tour of Turin

Quality of Experience
Guides, Drivers and Staff
Private Guided Walking Tour of Turin
Private Guided Walking Tour of Turin
Italy

Carol was an excellent guide and we really got a feel for Turin

Quality of Experience
Guides, Drivers and Staff
Local specialist: Maria Grazia Rubino

Wonderful Northern Italy Trip
Italy | Apr 26 - May 7, 2026

Jill
Jill G.
Atlanta, GA | Reviewed on May 13, 2026
Giulia was wonderful to work with!! She helped really make the trip what we wanted it to be. We especially enjoyed our time in Bologna. The cooking class with Veronica and the tours with Riccardo were highlights! Read more

Giulia was wonderful to work with!! She helped really make the trip what we wanted it to be. We especially enjoyed our time in Bologna. The cooking class with Veronica and the tours with Riccardo were highlights!

Hotel Reviews
Antica Locanda Leonardo
Milan
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Locanda Alberti
Mandello del Lario
Authenticity & Character
Location
Staff
Cleanliness & Comfort
R&B Santo Stefano
Bologna

We enjoyed the apartment-style accommodation and the access to a washing machine mid-trip. The place was clean and comfortable. Our only complaint was the shower; it has very low water pressure, which makes rinsing shampoo and conditioner out of hair more difficult.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Very clean and comfortable. The only challenge is the low water pressure in the shower.
Carlo Felice Boutique Hotel
Torino
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Guided visit of Bellagio and Villa Melzi Gardens
Guided visit of Bellagio and Villa Melzi Gardens
Italy
Quality of Experience
Guides, Drivers and Staff
Cooking Class *****
Cooking Class *****
Italy

We often take cooking classes in different countries/cities when we travel. This one has been the best so far. Veronica made us feel very welcome; it felt like learning an old family recipe and sharing a delicious meal with a good friend.

Quality of Experience
Food
Guides, Drivers and Staff
Food day (half-day) including Parmigiano Reggiano and Balsamic Vinegar - from Bologna
Food day (half-day) including Parmigiano Reggiano and Balsamic Vinegar - from Bologna
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Bologna private guided walk and Food Tastings (3h)
Bologna private guided walk and Food Tastings (3h)
Italy

We love Riccardo!

Quality of Experience
Guides, Drivers and Staff
Turin guided walk (private guide)
Turin guided walk (private guide)
Italy
Quality of Experience
Guides, Drivers and Staff
The Langhe hills wine tasting (1 winery)
The Langhe hills wine tasting (1 winery)
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Full day in The Langhe with driver assistance (from Turin)
Full day in The Langhe with driver assistance (from Turin)
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
The car smelled strongly of cigarette smoke, which irritates my allergies a bit.
Local specialist: Giulia Carucci
Giulia
Giulia Carucci
Local specialist in Bologna | Replied on May 14, 2026
Thank you very much Jill for your wonderful review! ❤️❤️
It was really a pleasure having you here in Italy and I couldn't be happier to hear that you and your mum enjoyed this trip (also despite the rainy weather on Lake Como). I am sorry to read your notes about the cigarette smell in the car and about the shower pressure at the apartment, I am already checking with each supplier to see what happened. But thank you so much for taking the time to share all this with me, it is really important...
Read more

Thank you very much Jill for your wonderful review! ❤️❤️
It was really a pleasure having you here in Italy and I couldn't be happier to hear that you and your mum enjoyed this trip (also despite the rainy weather on Lake Como). I am sorry to read your notes about the cigarette smell in the car and about the shower pressure at the apartment, I am already checking with each supplier to see what happened. But thank you so much for taking the time to share all this with me, it is really important to receive all these feedbacks!
I truly wish you and your mum all the best!
A big hug from Italy!
Giulia

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