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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 1 hour 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....

read more...
Travel specialist Giorgia Torre
active 3 mins ago

Giorgia Torre

Born and raised in the heart of Puglia (the Boot Heel of Italy), surrounded by its rich history, breathtaking landscapes, and delicious cuisine, I started developing a burning passion for...

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Travel specialist Rita Pagano
active 16 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 Melanie Rapuano
active 4 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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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

Wonderful Trip to Sicily
Italy | Apr 10 - Apr 21, 2026

Esther
Esther H.
Boston, MA | Reviewed on Apr 23, 2026
Andrea did an outstanding job crafting a personalized tour of Sicily for us. He met with us via Zoom before the trip and answered all our questions in detail. He assisted us in getting our seat selections for our connecting ITA flights between Roma and Palermo. He was readily available and responsive during the trip when we had questions. We would definitely work with Andrea on any future trips to Italy. All hotels were unique and wonderful - Palazzo Balsamo (Palermo), Villa Fiorita... Read more

Andrea did an outstanding job crafting a personalized tour of Sicily for us. He met with us via Zoom before the trip and answered all our questions in detail. He assisted us in getting our seat selections for our connecting ITA flights between Roma and Palermo. He was readily available and responsive during the trip when we had questions. We would definitely work with Andrea on any future trips to Italy.

All hotels were unique and wonderful - Palazzo Balsamo (Palermo), Villa Fiorita (Taormina), Asmundo di Gisira (Catania), Palazzo Artemide (Syracusa - Ortigia), Villa Athena Resort (Agrigento) and Palazzo Natoli (Palermo). The staff at all the hotels were very friendly and helpful.

All the guides - Chiara (Palermo), Giuseppe "Pepe" (Taormina), Aureliano (Catania, Syracusa - Ortigia), Francesco (Mt. Etna), Ivana (Ragusa) and Marco (Valle dei Templi Agrigento) were professional, deeply knowledgeable, passionate, and fluent in English. We highly recommend all of them to anyone seeking a personalized tour with a subject matter expert.

The owner of the chocolate laboratory in Modica (I believe her name is Sara) was also very knowledgeable and patient with us!

Our two dedicated drivers, Giovanni and Salvatore were critical to the success of our visit. Both these young men are excellent, safe drivers. They were always punctual and professional in their dealings with us. They coordinated all our trips with our guides and hotels. They represented their companies and their country flawlessly. We highly recommend them and would gladly ride with them again!

Hotel Reviews
Palazzo Natoli Boutique Hotel
Palermo

Neoclassical palazzo located right off Via Vittorio Emmanuelle, near the Duomo di Palermo, Palazzo Reale and Quattro Canti.

Authenticity & Character
Renovated neoclassic palazzo.
Location
Neoclassical palazzo located right off Via Vittorio Emmanuelle, near the Duomo di Palermo, Palazzo Reale and Quattro Canti.
Staff
Very friendly and accommodating
Cleanliness & Comfort
Large clean room. Large, clean, modern bathroom
Hotel Villa Athena
Agrigento

The hotel is located inside the archaeological park and has stunning views of the Greek temples. It has an elegant 1950 vibe. I expected to see Gina Lollobrigida and Sophia Loren in the lobby! Restaurant staff wear white tuxedos and bow ties for breakfast and lunch. They change into dark suits for dinner. Grounds are immaculate. Ready access to the park.

Authenticity & Character
It has an elegant 1950 vibe. I expected to see Gina Lollobrigida and Sophia Loren in the lobby! Restaurant staff wear white tuxedos and bow ties for breakfast and lunch. They change into dark suits for dinner. Grounds are immaculate.
Location
The hotel is located inside the archaeological park and has stunning views of the Greek temples.
Staff
The staff all were very friendly and helpful
Cleanliness & Comfort
Clean with well-maintained grounds. The bed was very comfortable. The bathroom was modern, and the room had air-conditioning.
Palazzo Artemide

Pristine hotel located right next to piazza and the Duomo San Lucia. Excellent restaurant.

Authenticity & Character
Neoclassical building surrounded by other neoclassical and baroque buildings
Location
Located right next to piazza and the Duomo San Lucia
Staff
The front desk staff was very helpful. Restaurant staff Stefano, Chiara, and Lorenzo were excellent.
Cleanliness & Comfort
Air-conditioned, clean, modern bathroom
Asmundo di Gisira
Catania

This was the most unique hotel we stayed in. The hotel is also an art gallery!

Authenticity & Character
Neoclassic palazzo with artwork in rooms and all common areas! Weirdly wonderful, over-the-top Italian!
Location
Centrally located with easy access to the piazza and Duomo di San Agarta.
Staff
The breakfast room staff are very professional and accommodating. The manager was actively engaged andcharming.
Cleanliness & Comfort
Clean and well maintained
Boutique Hotel Villa Fiorita
Taormina

Pristine, chic, with stunning views of the sea and cliffs. Breakfast/lunch room staff Marija and Ettore were excellent. Front desk staff Annalisa and Francesco were very helpful in setting up dinner reservations.

Authenticity & Character
This place was pristine and offered excellent views.
Location
Stunning views of the sea and cliffs. Easy access to Taormina center
Staff
Marija and Ettore
Cleanliness & Comfort
Bed mattress was excellent. The room, bathroom, and terrace were immaculate
Palazzo Balsamo
Palermo

All the front desk, restaurant, and housekeeping staff were very helpful. The hotel is well-positioned in the historic center of Palermo. The hotel is elegant and clean. We would definitely stay there again.

Authenticity & Character
Retained its neoclassic style with modern ammenities
Location
Right off Via Maqueda in the historic center of Palermo
Staff
Fluent in English, friendly, and very accommodating
Cleanliness & Comfort
Pristine, with a modern bathroom and air conditioning. The mattress was excellent, too!
Activity Reviews
Palermo time at your leisure
Palermo time at your leisure
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Ragusa guided visit
Ragusa guided visit
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Entrance ticket to Temple Valley
Entrance ticket to Temple Valley
Italy
Guides, Drivers and Staff
Transport
Modica chocolate laboratory
Modica chocolate laboratory
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Syracuse Guided Walk - Private Guide
Syracuse Guided Walk - Private Guide
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Syracuse Neapolis Archaeological Park - private guide
Syracuse Neapolis Archaeological Park - private guide
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Mount Etna expedition - Private
Mount Etna expedition - Private
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Food walk  in Catania (private guide)
Food walk in Catania (private guide)
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Ancient Theater of Taormina entrance ticket
Ancient Theater of Taormina entrance ticket
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Guided visit to the Ancient Theatre  of Taormina (private guide)
Guided visit to the Ancient Theatre of Taormina (private guide)
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Temple valley guided visit
Temple valley guided visit
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Monreale Cathedral tickets
Monreale Cathedral tickets
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Monreale Cathedral Guided visit
Monreale Cathedral Guided visit
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Palermo guided walk insight on the anti-mafia movement and street food tour (private guide)
Palermo guided walk insight on the anti-mafia movement and street food tour (private guide)
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Andrea Gambino
Andrea
Andrea Gambino
Local specialist in Turin, Italy | Replied on Apr 23, 2026

Hi Esther, thank you so much for your wonderful words and the time you took for writing this review. It was a pleasure working with you and I’ll be happy to assist you for any future trip!

Fantastic Trip!
Italy | Mar 27 - Apr 4, 2026

L
Laurie L.
Newark, NJ | Reviewed on Apr 16, 2026
Our trip to Italy was amazing and it's all thanks to the great work of our travel specialist Jessica and KimKim Travels. The site made it easy to identify aspects of the trip that were the most important to us and Jessica created an itinerary that was perfect for us . Every aspect was thought out and seamless- from the transports and trains to the hotels and tours, everything was amazing! We will definitely use KimKim again! Read more

Our trip to Italy was amazing and it's all thanks to the great work of our travel specialist Jessica and KimKim Travels. The site made it easy to identify aspects of the trip that were the most important to us and Jessica created an itinerary that was perfect for us . Every aspect was thought out and seamless- from the transports and trains to the hotels and tours, everything was amazing! We will definitely use KimKim again!

Hotel Reviews
Salotto Monti Rome
Rome

The hotel was very nice and a good location.

Authenticity & Character
Location
It was good location, walkable to some of the attractions.
Staff
Cleanliness & Comfort
The hotel was clean and well maintained, however we did have an issue with the air conditioning, which was not fixed during our stay.
7Florence B&B
Florence

This hotel was the most modern and spacious of the rooms that we stayed in. It was across from the train station which was very convenient. It was walkable to the main attractions and there were lots of places to eat nearby.

Authenticity & Character
Nothing, while the building was not traditional it was well maintained with modern amenities.
Location
Staff
Friendly staff they gave us great local recommendations!
Cleanliness & Comfort
Locanda Leon Bianco on the Grand Canal
Venice

Very nice hotel, loved the old world charm - there were a lot of steps! It was a great location, the staff was friendly, the breakfast was delicious and we would definitely go back.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Pompeii & Mt. Vesuvius Volcano Day Trip from Rome with Lunch in Naples
Pompeii & Mt. Vesuvius Volcano Day Trip from Rome with Lunch in Naples
Rome

Pompeii was incredible and our guide was great.

Quality of Experience
Guides, Drivers and Staff
Transport
Vatican Tour with Vatican Museums, Sistine Chapel & St. Peter's Basilica
Vatican Tour with Vatican Museums, Sistine Chapel & St. Peter's Basilica
Rome

There are no words to describe how incredible the Vatican tour is. Our guide was fantastic. The only downside was that we did not get to tour the Basilica because the Pope wanted to use it.

Quality of Experience
Guides, Drivers and Staff
Colosseum & Ancient Rome Tour with Roman Forum
Colosseum & Ancient Rome Tour with Roman Forum
Rome

The Colosseum and Ancient Rome Tour was amazing!! Our tour guide was great and full of information.

Quality of Experience
Guides, Drivers and Staff
Best of Florence Walking Tour with David & the Duomo
Best of Florence Walking Tour with David & the Duomo
Italy

Our guide was great and very knowledgeable, but definitely above our level. I enjoyed the David, but felt like it was too rushed, there was a lot more that I would have liked to see in the gallery besides the David. The outside of the Duomo was beautiful and the dome was amazing, but I don't think we needed to go inside.

Quality of Experience
Guides, Drivers and Staff
Chianti Full Immersive Wine & Olive Oil Experience
Chianti Full Immersive Wine & Olive Oil Experience
Florence

This is Italy! When I see pictures of Italy this is what I think of - a gorgeous afternoon in the Tuscan sun drinking wines. By far my favorite day! The tour and guides were great, the wineries were amazing, the wines were refreshing and the lunch was delectable.

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

This was a great experience. Federico was a great teacher and the sauces he made were delicious!! I definitely recommend it.

Quality of Experience
Food
Guides, Drivers and Staff
Legendary Venice: St. Mark’s Basilica with Terraces & Doge’s Palace
Legendary Venice: St. Mark’s Basilica with Terraces & Doge’s Palace
Venice

This tour was amazing! The Basilica and Doge's Palace were gorgeous. Our tour guide was great - he was knowledgeable and funny.

Quality of Experience
Guides, Drivers and Staff
Bacaro Tour: eat like a local with a tour through the hystorical Osterie
Bacaro Tour: eat like a local with a tour through the hystorical Osterie
Venice

Our tour was great! The food was delicious and our guide was friendly and knowledgable.

Quality of Experience
Guides, Drivers and Staff
Local specialist: Jessica Proietti
Jessica
Jessica Proietti
Local specialist in Italy | Replied on Apr 16, 2026

Ciao Laurie, thank you so much for your feedback.
We’re thrilled to hear that your trip to Italy was such a memorable one. This is exactly what drives the Storywalking Team: designing itineraries that feel perfectly tailored to you, creating seamless, personalized travel experiences is what we strive for, so it’s wonderful to know everything came together so smoothly for your journey.
We are very happy to read that you felt well taken care of and we look forward to helping you plan your next adventure!
Ciao!

Perfect for us
Italy | Apr 3 - Apr 13, 2026

L
Lisa V.
San Jose, CA | Reviewed on Apr 14, 2026
Melanie did a great job of listening to what we wanted and providing it. It was our first time to Italy so wanted a mix of "the things you have to see" and time to really appreciate the country and culture. It was perfect for our needs. We ended up really appreciating the slower pace of Salerno. Still beautiful with lots of amenities, but not as touristy as other things. Our guides were all great. We learned a lot in every place we went - history, architecture, cultural significance.... Read more

Melanie did a great job of listening to what we wanted and providing it. It was our first time to Italy so wanted a mix of "the things you have to see" and time to really appreciate the country and culture. It was perfect for our needs.

We ended up really appreciating the slower pace of Salerno. Still beautiful with lots of amenities, but not as touristy as other things.

Our guides were all great. We learned a lot in every place we went - history, architecture, cultural significance. All amazing.

Agota was incredible in keeping us informed and shifting things as needed. I'm pretty sure this is a 24 hour job.

Thank you!

Activity Reviews
Colosseo and Roman forums adventure
Colosseo and Roman forums adventure
Rome

Sara was an excellent guide and was really good at ensuring we were at the Forum early (which wasn't quite as busy) and the Colisseum afterward. She was also really good at checking in with us regarding taking photos, resting, getting drinks, and keeping us on time. It's all amazing but more than you can see in the tour. We are putting the Forum back on our list for the next visit.

Quality of Experience
Guides, Drivers and Staff
Transport
Very short walk from the hotel.
Vatican, Sistine Chapel & St. Peter's Basilica Visit
Vatican, Sistine Chapel & St. Peter's Basilica Visit
Rome

Due to some changes, we did the Basilica on our own and then the Vatican and Sistine Chapel with a guide. Roberta was knowledgable and really enthusiastic about everything. She was really good at explaining what we were going to see before we saw it and helping us understand historical themes. Basilica was amazing. We went to a small mass during our visit. The art is incredible. Just an amazing building.

Quality of Experience
Guides, Drivers and Staff
Transport
We had a driver over and uber on the way back.
Food & Wine Sunset Walk in Trastevere
Food & Wine Sunset Walk in Trastevere
Rome

I loved that we ate things that were not the normal things you have everywhere. My favorite was the cheese, meat, bruschetta at the first restaurant. All of the food was excellent and Marta was great at explaining everything and ensuring we were all organized and enjoying ourselves.

Quality of Experience
Guides, Drivers and Staff
Marta's explanations and keeping us together.
Transport
Walked over. Easy taxi back.
Florence cooking class and market tour
Florence cooking class and market tour
Florence

Giulia was our instructor and was so good at giving us information about buying the ingredients, the cooking techniques, etc. We also loved the family we shared the experience with. So much fun. One of my favorite things.

Quality of Experience
Guides, Drivers and Staff
Transport
Easy walk from the hotel
Semi private Chianti and San Gimignano tour
Semi private Chianti and San Gimignano tour
Florence

Claudius was our driver and was so fun and engaging. I loved that he pointed out things on the drive. The tour guides at each location were informative and we appreciated learning more about Chianti Classico wine. San Gimignano was incredible and we liked the loose schedule - we could walk around at our leisure.

Quality of Experience
Food
Guides, Drivers and Staff
Transport
Explore Pompeii Walking Tour
Explore Pompeii Walking Tour
Italy

Our guide was educated in historical architecture and gave us such a good understanding of the place and importance of the different areas.

Guides, Drivers and Staff
Transport
Easy train trip
Local specialist: Melanie Rapuano
Melanie
Melanie Rapuano
Local specialist in Italy | Replied on Apr 17, 2026

Hi Lisa,
thank you so so much for such a lovely review. I'm so pleased you both had such a wonderful trip for your first time in Italy and I'm so happy you enjoyed the local feel of Salerno over Easter!

I promise to have food and wine for you until you return :)

I look forward to planning your next trip to Italy.

Take care,
Melanie

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