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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 Melanie Rapuano
active 7 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 Leslie Tranchina
active 41 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 Rita Pagano
active 11 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 1 hour 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

Wonderful Italian family vacation
Italy | May 10 - May 17, 2026

K
Kristine H.
Ashburn, VA | Reviewed on May 21, 2026
We had a wonderful family vacation to Sestri Levante (Cinque Terre)and Rome. We were very thankful to have had a local specialist plan this trip with knowledge about which activities would work best for all members of our family. We enjoyed our stay in Sestri Levante, away from crowds, yet still on Ligurian sea and an easy trip to explore the 5 towns of Cinque Terre. We loved the restaurants there and we even ended up adding a local cooking experience to our stay in Sestri Levante at... Read more

We had a wonderful family vacation to Sestri Levante (Cinque Terre)and Rome. We were very thankful to have had a local specialist plan this trip with knowledge about which activities would work best for all members of our family. We enjoyed our stay in Sestri Levante, away from crowds, yet still on Ligurian sea and an easy trip to explore the 5 towns of Cinque Terre. We loved the restaurants there and we even ended up adding a local cooking experience to our stay in Sestri Levante at Trattoria da Turin. We would highly recommend the pasta experience to others. Family friendly, wonderful staff, and getting to eat our completed pastas at the end. We had to cancel our boat tour due to the changes in location (weather was windy and sea was choppy) but we very much appreciated Leslie’s help in making this happen. Sometimes we realize that things won’t work out as well on a trip and it was nice to have a knowledgeable person helping along the way. Ending our stay in Rome felt like it would be rushed, but we enjoyed all of the tours and recommendations that Leslie coordinated. The Coleseum/Roman forum tour was excellent and even our youngest was entertained by the information shared by our tour guide, Gigi. He was personable, knowledgeable, and comedic. The Vatican/Sistine chapel tour was an experience we were glad to have done but we did find that we were more tired during this time and the tour was probably a little long for the 10 year old. Our tour guide, Patricia, did her best to share info on the highlights and was helpful at end of tour in sharing recommendations. My family would probably say the bike tour to Apian
Way was the highlight of the trip. I also enjoyed the bike tour but I was slightly nervous about using e bikes in the city. Our tour guide, Alessandro was conscientious of this and helped us feel safe. He also shared interesting facts along the way. We enjoyed our stays in both hotels and how each one had a very different feel. It was great to have transportation to various locations figured out for us so we did not have to spend too much time figuring out tickets and transfers. Overall a great and memorable trip and we are happy we went with booking through KimKim.

Hotel Review
Hotel Due Mari
Sestri Levante

Enjoyed the character of the hotel.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Colosseum & Ancient Rome Tour with Roman Forum
Colosseum & Ancient Rome Tour with Roman Forum
Rome

Excellent tour guide, Gigi!

Quality of Experience
Guides, Drivers and Staff
Gigi was knowledgeable, personable and fun. He made the experience relatable for all in our group, even the 10 year old.
Transport
Appian Way & Catacombs By E-Bike
Appian Way & Catacombs By E-Bike
Rome
Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Leslie Tranchina

We had an incredible trip to Italy!!! Every g...
Italy | May 7 - May 19, 2026

BECKY
BECKY F.
Minneapolis, MN | Reviewed on May 20, 2026
We had an incredible trip to Italy!!! Every guide we had- Giarda in Venice, Ezgi in Florence, Jessica in Florence, Francisco at Pompei- were all fantastic. They were knowledgeable and engaging and so much fun!! All of our drivers were prompt and courteous and the Tuscany wine tour with Andrea was absolutely breathtaking and delicious!!! Fabio, our trip planner, was perfect. He was thorough and so responsive when we had any questions. He was always helpful and our trip was flawlessly planned... Read more

We had an incredible trip to Italy!!! Every guide we had- Giarda in Venice, Ezgi in Florence, Jessica in Florence, Francisco at Pompei- were all fantastic. They were knowledgeable and engaging and so much fun!! All of our drivers were prompt and courteous and the Tuscany wine tour with Andrea was absolutely breathtaking and delicious!!! Fabio, our trip planner, was perfect. He was thorough and so responsive when we had any questions. He was always helpful and our trip was flawlessly planned and exactly what we wanted. I would recommend his services to anyone traveling to Italy 1000%!!!!

Activity Reviews
Sorrento Coast and Capri Boat Tour from Positano
Sorrento Coast and Capri Boat Tour from Positano
Italy

Antonio and Giovanni were absolutely the best first mate and captain!! We had so much fun and learned a lot while touring on the boat to Capri! Interesting and very entertaining!!

Quality of Experience
Guides, Drivers and Staff
Transport
Full-Day Private Tour of Pompeii and Mt. Vesuvius, with Lunch at a Winery at the Foot of the Volcano
Full-Day Private Tour of Pompeii and Mt. Vesuvius, with Lunch at a Winery at the Foot of the Volcano
Italy

Excellent day trip! Francisco was a great guide at Pompei and so knowledgeable.

Quality of Experience
Food
The lunch at the winery was exceptional as were the wines!
Guides, Drivers and Staff
Transport
Val D’Orcia & Brunello Wine Tour with Lunch and Two Wine Tastings
Val D’Orcia & Brunello Wine Tour with Lunch and Two Wine Tastings
Italy

The entire day was absolutely beautiful and the wineries were spectacular. Andrea was charming and so very knowledgeable. Highly recommend this adventure- magnifico!!

Quality of Experience
The tastings and knowledge of the winery staff were exceptional.
Guides, Drivers and Staff
Andrea was so knowledgeable and interesting- perfect driver and guide
Transport
Renaissance Walking Tour of Florence with David
Renaissance Walking Tour of Florence with David
Florence

Jessica was very knowledgeable about the city history and art. Very good walking tour and very informative.

Quality of Experience
Guides, Drivers and Staff
Transport
Florence Food Tour
Florence Food Tour
Florence

Ezgi was very fun and the food was delicious!!

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

My only complaint is it was too short!! Had a great time!!

Quality of Experience
Guides, Drivers and Staff
Transport
Venice Food Tour
Venice Food Tour
Venice

Giada was so much fun and the tour was interesting and very tasty!!

Quality of Experience
Guides, Drivers and Staff
Transport
Rome in a Day Tour with Colosseum and Vatican Museums
Rome in a Day Tour with Colosseum and Vatican Museums
Rome

We had an amazing tour and learned so much!! Carolina was so knowledgeable and so interesting!!

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Fabio Ilardi
Fabio
Fabio Ilardi
Local specialist in Como, Italy | Replied on May 20, 2026
Buongiorno Becky, Thank you so much for taking the time to write such an amazing and detailed review. I am truly happy to hear that every part of your journey through Italy was such a success, from Rome, Florence, and Venice to Pompeii and Tuscany. It means a lot to know that you enjoyed each experience so much, and that the guides, drivers, and tours all came together exactly as planned. Most of all, I am really glad that you felt supported throughout the entire process and that... Read more

Buongiorno Becky,

Thank you so much for taking the time to write such an amazing and detailed review.

I am truly happy to hear that every part of your journey through Italy was such a success, from Rome, Florence, and Venice to Pompeii and Tuscany. It means a lot to know that you enjoyed each experience so much, and that the guides, drivers, and tours all came together exactly as planned.

Most of all, I am really glad that you felt supported throughout the entire process and that everything felt smooth, well-organized, and tailored to what you wanted. That is always the goal.

Thank you again for your trust and for such kind words. I would be delighted to help you and Samantha again on your next Italian adventure!

Wishing you both all the very best! 🙂

Best,
Fabio

Trip of a lifetime!
Italy | May 4 - May 16, 2026

Stacy
Stacy B.
Ashburn, VA | Reviewed on May 19, 2026
Everyone we had was great..Bogdan in Rome was so passionate and informative about the art and history, Hilaria introduced us to great Rome food, Valentina gave us a excellent intro to Florence art, Ezgi's private food, Gelato and wine windows tour really highlighted the Best of Florence, Marco showed us Venice with great tips, Guida shared so many hidden gems during our private tour and took time to map out out places for us to go, and Carlos' food tour of Venice was some of the best food of... Read more

Everyone we had was great..Bogdan in Rome was so passionate and informative about the art and history, Hilaria introduced us to great Rome food, Valentina gave us a excellent intro to Florence art, Ezgi's private food, Gelato and wine windows tour really highlighted the Best of Florence, Marco showed us Venice with great tips, Guida shared so many hidden gems during our private tour and took time to map out out places for us to go, and Carlos' food tour of Venice was some of the best food of our trip! In addition, the two standouts for us were Luca and Erika's Tuscan cooking class and our private days with Andrea. He took so much time to explain everything to us and his personal connections to the area and wineries made it truly special.

Fabio's attention to detail made us feel so cared for and we loved that so many of our guides and pick up/transfers knew Fabio personally.

Hotel Reviews
Hotel Sant'Antonin
Venice

Right on little waterway, beautiful garden meal area, close to St. Marco square in the Castello neighborhood with lots of restaurants. Front desk helpful with concert tickets.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Issue with bath toilet and shower but staff quickly fixed it
Corte dei Sogni Boutique Hotel & Spa

Lots of USB charging ports, modern feel but in quaint older location, close to train station, near Mercado and restaurants

Authenticity & Character
Location
Staff
Fresh made scrambled eggs to order
Cleanliness & Comfort
Hotel Cellini
Rome

Great hotel in good location, nice buffet breakfast

Authenticity & Character
Location
Quieter street, close to train area and central to most sites
Staff
Cleanliness & Comfort
Activity Reviews
Venice Food & Wine Tasting Tour
Venice Food & Wine Tasting Tour
Venice

Carlos was great! You could tell he loved his city and the food. Best food of our tours.

Quality of Experience
Food
Everything and best Gelato of our whole trip!!
Guides, Drivers and Staff
Venice in a Day Combo Tour with Gondola Ride
Venice in a Day Combo Tour with Gondola Ride
Venice

It was an informative tour of Venice. Some of our group got lost so you have to keep up. Marco was great about taking photos of us during the tour.

Quality of Experience
Guides, Drivers and Staff
Jewish Heritage Walking Tour: Cannaregio and Venice’s Historic Ghetto
Jewish Heritage Walking Tour: Cannaregio and Venice’s Historic Ghetto
Venice

We weren't able to take this exact tour as it wasn't available but our private time with Guida was so informative and we felt like we were in on the secreta of Venice.

Quality of Experience
Guides, Drivers and Staff
Tuscany Day Trip to Siena & San Gimignano  | Lunch & Wine Tasting Included
Tuscany Day Trip to Siena & San Gimignano | Lunch & Wine Tasting Included
Florence

Andrea again showed us amazing Tuscany. He gave us tips for our self guided walks through Siena and San Gimignano. The winery lunch was out of a fairy tale.

Quality of Experience
Guides, Drivers and Staff
Transport
Florence Food Tour
Florence Food Tour
Florence

Ezgi was great. She took the time to make the perfect tour combining our love of Gelato and wine! It would be great to get a written list of places we visited or are suggested at end of tour as it is hard to write as we go.

Quality of Experience
Personal
Guides, Drivers and Staff
Skip-The-Line Uffizi Gallery Ticket
Skip-The-Line Uffizi Gallery Ticket
Florence

It was hard to figure out at first as there is no longer a door 3 and no need to find it. We just needed to get in line

Florence Cooking Class and Lunch at a Farmhouse in Tuscany with Local Market Tour
Florence Cooking Class and Lunch at a Farmhouse in Tuscany with Local Market Tour
Florence

Luca was so animated and really brought the Mercado to life. We learned so much during the class and the food was great!

Quality of Experience
Food
All of it! Bruschetta was so fresh and we still talk about it. We plan to make several dishes now at home!
Guides, Drivers and Staff
Transport
Val D’Orcia & Brunello Wine Tour with Lunch and Two Wine Tastings
Val D’Orcia & Brunello Wine Tour with Lunch and Two Wine Tastings
Italy

Andrea was great, so knowledgeable and personable. We loved Pienza. The winery tours were great. Well organized and professional and was good for someone from the wine industry as well as for someone who doesn't drink.

Quality of Experience
Guides, Drivers and Staff
Andrea was superb. He was a highlight of our trip!
Transport
I am a nervous passenger and always felt safe.
Best of Florence and David by Michelangelo | Small Group
Best of Florence and David by Michelangelo | Small Group
Florence

Valentina was very personable and made the art and artists come alive

Quality of Experience
Guides, Drivers and Staff
Rome in a Day Tour with Colosseum and Vatican Museums
Rome in a Day Tour with Colosseum and Vatican Museums
Rome

This was a great intro to Roman art and history but was exhausting! Bogdan was very passionate and informative

Quality of Experience
Guides, Drivers and Staff
Transport
One of the drivers was stuck in traffic and late
Trastevere Local Food Tour
Trastevere Local Food Tour
Rome

It would be great to get a written list of places we visited or are suggested at end of tour as it is hard to write as we go

Quality of Experience
Food
The Gelato was a bit icey for us
Guides, Drivers and Staff
Local specialist: Fabio Ilardi
Fabio
Fabio Ilardi
Local specialist in Como, Italy | Replied on May 20, 2026
Buongiorno Stacy,
Thank you so much for your wonderful review. It truly means a lot to hear how much you enjoyed your journey through Italy.
I am especially happy to know that each guide and experience left such a positive impression on you. I will make sure to share your kind words with everyone involved. 🙂
It was my absolute pleasure helping you and Michael plan your trip, and I am so glad you felt so well cared for throughout your time in Italy. I truly appreciate you trusting us with your...
Read more

Buongiorno Stacy,
Thank you so much for your wonderful review. It truly means a lot to hear how much you enjoyed your journey through Italy.
I am especially happy to know that each guide and experience left such a positive impression on you. I will make sure to share your kind words with everyone involved. 🙂
It was my absolute pleasure helping you and Michael plan your trip, and I am so glad you felt so well cared for throughout your time in Italy. I truly appreciate you trusting us with your Italian adventure, and I hope Italy will welcome you back again soon for another unforgettable journey.
Wishing you and Michael all the best.
Arrivederci,
Fabio

Why travelers love kimkim

Custom trips for independent travelers who are too busy to plan
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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.