Family-Friendly Trips to Italy

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Italy Travel Insights

Selfies in Positano
Map of 1 Week in Italy - 4 Family-Friendly Itineraries
1 Week in Italy - 4 Family-Friendly Itineraries

Bring your whole brood abroad to experience Italy's delicious food, ancient history, and glittering coastlines with these week-long itineraries. The country has something for everyone, even your smallest party members. With a week to explore, you can set forth on scavenger hunts through Rome and Venice, take a road trip through the lakes of Northern Italy, adventure along the Amalfi Coast, or stroll with a stroller through Sorrento with these seven-day itineraries.

Say hello to the Duomo in Florence
Map of 10 Days in Italy - 4 Family-Friendly Itineraries
10 Days in Italy - 4 Family-Friendly Itineraries

With thousands of years of cultural and culinary history, Italy offers plenty to take in. In 10 days, you can choose to go deep on a particular region or hop between the high points. If you prefer the latter, check out our spin through Venice, Florence, and Rome ideal for school-age children, or take babies and toddlers to Rome and Sorrento with the help of private tours. If you'd rather specialize, try a road trip through Tuscany and Lakes Como and Garda or an adventure trip that will see you sailing over Tuscany and Veneto via bike, hot air balloon, and more.

Exploring Cinque Terre
Map of Family Road Trip: Northern Lakes, Tuscany & Italian Riviera - 14 Days
Family Road Trip: Northern Lakes, Tuscany & Italian Riviera - 14 Days

Spend two weeks exploring northern Italy at your own speed with this self-drive itinerary that allows you to choose the stops. You'll start off in the northern lakes, with Lake Como and Lake Garda offering boat tours past villas and amusement parks alike. Then make your way into Tuscany, where you'll ride a horse-drawn wagon through the countryside and explore the medieval walled city of Siena and famous art of Florence. Finish your trip in the Italian Riviera and colorful five villages of Cinque Terre.

Ice cream on Lake Como
Map of 2 Weeks in Italy - 4 Family-Friendly Itineraries
2 Weeks in Italy - 4 Family-Friendly Itineraries

Whether you're hiding behind a Carnival mask, crafting your own gelato flavor, or cruising around Lake Como, Italy has a new experience for your family waiting around every corner. With two weeks to explore, you've got plenty of time to design your ideal itinerary. Hit all the highlights, take it easy on a road trip, go for a more active path down the coast, or slow down with a sling-bound baby with these options that will have you gesturing wildly with excitement in no time.

Amalfi Coast at sunset
Map of Southern Italy for Active Families: Naples, Sorrento & Amalfi Coast - 7 Days
Southern Italy for Active Families: Naples, Sorrento & Amalfi Coast - 7 Days

If your family's been itching for a chance to tie on your hiking shoes, this seven-day itinerary is the choice for you, especially if you have teenagers who want to keep moving when they aren't posing in front of impressive photographic backdrops. You'll walk the cobblestones of bustling Naples and ancient Pompeii and hike the hills of Mount Vesuvius before you head to sunny Sorrento for sea kayaking along the cliffs and bays of a protected marine reserve. Finish off on the Amalfi Coast with a hike through a lush valley and a winding route through town.

Florence from San Miniato al Monte Church
Map of Northern Italy Family Road Trip: Florence, Chianti, Italian Riviera, Lake Como & Lake Garda - 10 Days
Northern Italy Family Road Trip: Florence, Chianti, Italian Riviera, Lake Como & Lake Garda - 10 Days

Wheel your way through northern Italy on this road trip with stops that school-aged children and parents can enjoy, with timing adjustable to your own preferences. You'll start amid the Renaissance influences of Florence, then set out into the Tuscan countryside and Chianti Valley on winding olive- and vineyard-lined roads. From there, head to the coast to wander the beaches of the Italian Riviera and then up to Lake Como to explore its luxurious shores. Wrap up your Italian sojourn on the playful shores of Lake Garda before you return to Florence.

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Meet our Local Travel Specialists

Experienced travel agents with a passion for Italy
Travel specialist Melanie Rapuano
active 6 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 Leslie Tranchina
active 2 hours 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 Giorgia Torre

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 10 hours 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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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

Wonderful trip to Italy
Italy | May 10 - May 17, 2026

S
Scott H.
Ashburn, VA | Reviewed on May 18, 2026
We very much enjoyed our trip to Cinque Terre and Rome. Leslie took the time we had available and our particular desires and made a truly memorable experience. The choice of Sestri Levante in particular was great as a base for going to Cinque Terre. The Colosseum and Roman forum tour with Gigi was phenomenal as was the Appian Way ebike tour with Alessandro from Bikeology. Kimkim provided stellar customer service and handled the details making this an easy trip. It was especially helpful to... Read more

We very much enjoyed our trip to Cinque Terre and Rome. Leslie took the time we had available and our particular desires and made a truly memorable experience. The choice of Sestri Levante in particular was great as a base for going to Cinque Terre. The Colosseum and Roman forum tour with Gigi was phenomenal as was the Appian Way ebike tour with Alessandro from Bikeology. Kimkim provided stellar customer service and handled the details making this an easy trip. It was especially helpful to have they there to help when a 3hr customs line caused us to miss our train and they seamlessly obtained new tickets. They also were able to get a refund from a tour that was moved to a location and time that didn’t suit due to weather. Truly great customer service and I would highly recommend them to anyone visiting Italy.

Local specialist: Leslie Tranchina

Flawless Experience
Italy | Apr 29 - May 9, 2026

Heather
Heather V.
Seattle, WA | Reviewed on May 17, 2026
The WhatsApp support group during the trip was amazing! Prompt, helpful, and proactive to make sure we were setup with everything we needed on our trip. Read more

The WhatsApp support group during the trip was amazing! Prompt, helpful, and proactive to make sure we were setup with everything we needed on our trip.

Hotel Reviews
Hotel Modigliani
Roma

Charming spot, super nice and helpful staff, safe location.

Authenticity & Character
Upgraded but still had older charm elements
Location
A bit of a walk to main attractions, but nice neighborhood and fun to walk around to things nearby.
Staff
Very willing to help with luggage, bar, breakfast, etc.
Cleanliness & Comfort
Palazzo Tritone
Sorrento

Fabulous location for exploring Sorrento! Clean and spacious

Authenticity & Character
Unique setup, with some modern touches
Location
Short walk to dining and shopping and main Sorrento attractions
Staff
Cleanliness & Comfort
Villa Accini

Great location, kind staff, great outdoor relaxation space.

Authenticity & Character
Some components were a little dated, but it gave it charm.
Location
Close to town.
Staff
Super kind and helpful
Cleanliness & Comfort
Spacious room and clean!
Alfieri9 Boutique Hotel
Florence

Adorable setup, extremely clean, wonderful staff. Was a little bit of a walk to main attractions, but not bad. Would recommend and stay again.

Authenticity & Character
Unique, cozy, great decor
Location
Little closer to main attractions.
Staff
Friendly and helpful
Cleanliness & Comfort
No issues in room or lobby.
Activity Reviews
Private Pompeii Tour
Private Pompeii Tour
Pompeii

More to see than expected and pleasantly surprised at the different bits of history to take in.

Quality of Experience
The 2 hours was plenty to take in the history and have time in the day for other things.
Guides, Drivers and Staff
Guide shared lots of facts we wouldn't have known otherwise. We were able to see highlights and most important things in a timely manner. Very nice and thoughtful with answers and conversations.
Transport
Hiking the Path of Gods
Hiking the Path of Gods
Sorrento

The most incredible views! Great to experience the landscape and learn about the communities in the area.

Quality of Experience
The views and the guide sharing info along the way made it more memorable.
Guides, Drivers and Staff
Wonderful - outgoing, kind, and knowledgeable!
Transport
the drive to the starting point is a bit curvy and slow, so plan time accordingly.
Private Colosseum Tour with Underground Access
Private Colosseum Tour with Underground Access
Rome

The guide was so sweet and knowledgeable. Was able to share info that made what you were looking at and walking through so much more meaningful.

Quality of Experience
Learning while seeing ruins was a great experience.
Guides, Drivers and Staff
Sweet and smart guide. She enriched the experience and made it worthwhile.
Transport
Meeting point was easy to navigate.
Vatican Guided Tour
Vatican Guided Tour
Rome

We were happily surprised how great the tour went. The right amount of time and highlighting of key points of interest. Especially cool to learn things you wouldnt know if you didnt go with a guide.

Quality of Experience
So much history and info shared that only a guide would know.
Guides, Drivers and Staff
David was incredible - helpful with questions, balance of time to absorb and experience, but got through a lot of things to see!
Transport
Meeting spot was easy and the line didnt take long to get through.
Chianti Wine & Olive Oil Tour from Florence
Chianti Wine & Olive Oil Tour from Florence
Florence

The guide was funny, insightful, and made the experience really great.

Quality of Experience
The wineries and staff at the wineries.
Food
Lunch at the winery was authentic and paired well with the wine.
Guides, Drivers and Staff
shared lots of great history and info to make the drive and in-between time go by quickly
Transport
Bus was great
Local specialist: Irene Lappa

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
Anita
Anita Matijasevic
Local specialist in Madrid & Florence | Replied on May 18, 2026

Hi Joel, thank you for your review! I’m glad the cooking class and the sailing along the Amalfi Coast were such highlights of your trip. I also appreciate your kind words about Agriturismo La Pievina and Hotel Tirrenia, and I’ll make sure to pass your feedback along to the hosts and staff.
It was a pleasure helping you plan this journey, and I’d be happy to help you again whenever you start thinking about your next trip. Wishing you all the best, Anita

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