Enjoy boat trips, ice cream and ancient ruins ripe for exploring
Italy has something for everyone, from historical cities and beautiful islands to rolling hills and ancient ruins. Whatever your family’s interests, our travel designers will help create the perfect trip with activities and experiences that cater to all age ranges.
Visiting Italy’s cities is like taking an interactive history class and expert guides really make them come alive. Kids will love imagining the epic scenes that once took place in Rome’s Colosseum and there is the chance to step back in time and step into the shoes, quite literally, of these heroic fighters at gladiator school. There are also the historic ruins of Pompeii and ancient Greek temples on the island of Sicily to explore.
There’s no chance of anyone going hungry in Italy, and as well as recommending the best restaurants for relaxed family meals, we can arrange cooking classes where everyone gets busy kneading pizza dough, cutting pasta shapes and whipping up delicious tirimasu. No trip to Italy is complete without sampling their world-famous gelato and you’ll get to taste every flavour under the sun on specialist tours.
Spending quality time together is so important on a family holiday and your itinerary can be tailored to included the perfect balance of activites, excursions and free time. So speak to one of our travel designers and start planning an unforgettable trip that will have everyone talking for years.
Highlights
Exploring historical marvels, like Rome‘s Colosseum or the ruins of Pompeii
Eat the best pizza and gelato Italy has to offer
Soak up the sun on the relaxing Amalfi Coast
Take a gondola ride through Venice
Walk (some of) the Cinque Terre trail for epic views
Make perfect pasta in Florence

Melania Siriu
Travel Designer






Arguably the country with the best cuisine in the world, your family will never forget a trip to Italy. Where else in the world can your kids have fun learning about gladiators, sail on gondolas and spin pizza dough in the air, all in one trip?
Melania Siriu
Travel Designer
Luxury family-friendly accommodation in Italy
Trip Inspiration
Where to go

Rome
One of the most historical locations in the world, we can help you discover its incredible past with a luxury trip. Imagine the epic scenes that once took place.
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Venice
Formed of 118 islands formed by some 170 canals connected by over 400 bridges, Venice is a location explored by gondola.
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Florence
Surrounded by rolling Tuscan hills, the beautiful city of Florence is one of Europe’s most enchanting and historically influential cities.
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Tuscany
Few scenes are more evocative of Italy than that of rural Tuscany, undulating hills, dotted with stoic stone farm houses, dark green cypress trees and ranked vines, all under a shawl of a dawn’s mist.
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The Amalfi Coast
Draped along the cliffs on the southern side of the Sorrento Peninsula, between Salerno and the city of Sorrento, the Amalfi Coast is one of the most dramatic and glamorous spots in Italy.
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Sicily
Sitting off the toe of Italy’s boot, Sicily has long been a melting pot of Mediterranean culture, a ruggedly beautiful island surrounded by sparkling seas.
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Lake Como
Shaped like an inverted ‘Y’, Lake Como is long and slender and one of Europe’s deepest. Surrounded by the Rhaetian Alps and close to the border with Switzerland, the lake’s enviable position means few fail to be charmed by its beauty.
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Puglia
Puglia is one of Italy‘s most charming regions. Known for its never-ending coastline, whitewashed hill towns and sublime food it feels very different to the rest of the country and is it the perfect place for those looking to get off the beaten track.
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Matera
Matera is the jewel in Basilicata’s crown, a jumble of houses and churches perched on a plateau with deep canyons either side.
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Capri
This is the island that charmed both Roman Emperors Augustus and Tiberius, America’s Hollywood darlings and this century’s international jet set. The rocky island’s legendary beauty arises from a combination of the Mediterranean’s best features: bright coloured waters, rugged cliffs hiding secluded coves, coloured secret grottos that glow with a life all of their own, and rocky plateaux, wooden platforms, and small pebbly beaches from which to launch yourself into the sea.
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Milan
An arbiter of international style, Milan is Italy’s financial and industrial heart, a thoroughly modern European city with a great history not far under the surface.
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Piedmont
Nestled in the north west of the country and fringed by the French and Swiss Alps, Piedmont is one of Italy‘s most naturally beautiful regions.
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Portofino and Cinque Terre
The magnificent Italian Riviera has been attracting rich and beautiful since the days of Byron, Shelley and Keats who spent time here swimming, finding inspiration and drinking around what became known as the Golfo dei Poeti.
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Emilia Romagna
Home to pretty coastal towns, elegant cities and is considered by many to be the country’s foodie capital.
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Verona
A splendid city of art inextricably associated with Shakespeare’s Romeo and Juliet, straddling the winding Adige River where ancient and modern times meet.
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The Dolomites and the Alps
Soaring peaks, tooth-like crags and lush verdant slopes, the Dolomites are some of Italy’s most dramatic scenery.
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When to visit
In the warm summer months, the Amalfi Coast takes pride of place with its dramatic cliffsides and azure waters. Summer is also the perfect time to take a trip to Lake Como, Verona, Puglia or the Dolomites, where there are far fewer crowds.
If you want to visit major cities such as Rome, Florence and Venice then the best time to go to Italy is during the cooler months of April, May, September or October.

Peak Season
May - September

Grape and Olive Harvest
September - January

Sailing
April - November
Plan your family trip to Italy
Whatever you want from your family adventure in Italy, our team of expert travel designers are ready to help.
Why book with Jacada?

Personalised design
We’ll plan your trip around your families specific interests, tastes and preferences, providing helpful tips and honest advice based on first-hand knowledge of the destination.

Authentic experiences
Our expert guides and brilliant travel concierges are hand-picked to provide a genuine experience, bringing your destination to life with care and passion.

Responsible travel
Our luxury trips are designed with responsible travel principles that prioritise travel experiences that are both good for you and good for the planet.
Our Sicily adventure of September 1st was over the top in every aspect. Melania, Marta and their people on the ground Enza and Carmelo performed flawlessly. Definitely our best trip ever. Thank you Jacada we highly recommend you! Harriet and Brian
Everything was absolutely wonderful. Kate planned a truly spectacular trip and symmone made the logistics so easy for us. The hotels were amazing, all of our transfers were seamless and our guides were delightful. We had the trip of a lifetime and will always appreciate the first class service we experienced.
We researched several travel sites and decided to go with Jacada based on the reviews. This review is adding to the outstanding service and amazing trip they arranged for us. This was our first time ever using a service like theirs and we were nervous about it but they did not disappoint! It was our 25th wedding anniversary and our…
Flawless organization, amazing hotels and activities we would have otherwise not have done. Friendly and readily available concierges. Jacada has a great way to organize unbelievable and unforgettable trips.
I worked with Kate Hertz to curate a surprise trip to Italy for my parents, she is truly a delight. She was unbelievable in staying true to budget, curating unique experiences that were personalized to their preferences, and accommodating any changes that were needed. I so deeply appreciated how responsive she was and how she held to every deadline she…


Plan with peace of mind
When you book a trip in today’s world there’s a lot to think about. But with the right advice and expert planning, you can do it with confidence.
If you book to travel with us but your plans are impacted by circumstances you can’t control, we’ll change your reservation or cancel your booking for a full credit towards future travel.