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Best Workation Destinations In Italy with Family

The best Workaiton destinations in Italy for families has a list of the places you can enjoy during your Italy Workation package. Traveling as a family can be daunting at the best of times, filled with worries about the best kid-friendly hotels or places equally interesting for teenagers and young children. 

Italy is one of the most family-friendly destinations in the world due to its mixture of history and natural scenery, offering spoils of smoldering volcanos or sun-soaked beaches, preserved ancient ruins or grand medieval castles. 

Kids meals are common in restaurants under the title Menù Bambini. If the restaurant or café does not have a kid’s menu, it is also acceptable for parents to order half-portions or a simple plate of pasta with olive oil and Parmesan for their children. Immersive family-friendly activities are plentiful with the likes of cooking classes, walking tours, and scavenger hunts for creative experiences can include best things to do in Italy during your Workation . Our list covers the top places you can enjoy a work-life balance with an Italy Workation package in Italy.


Rome is large, crowded, and fast-paced but it offers the best family-friendly excursions for visitors to Italy, whether on the first trip or the seventh family getaway. No matter how much time you spend in the Eternal City, there is always more to see and much more to do. Rome is a city that captures the imagination with the ruins of the Roman Forum and the Colosseum. The fountains bring the history books of the English-speaking Western World to life. Museums are fascinating for the older children and teenagers while experiencing life like a gladiator enchants younger children. 

Throw the family into the detailed lives of Ancient Romans and the battling slaves on a tour of the Colosseum. Pair the experience with a Roman gladiator school visit, where the kids can learn how to fight like one of the gladiators using foam swords and following the ancient training routine. At the end of the lesson they receive certificates marking the completion of their training. The entire family will have a blast participating in a cooking class, learning to make gelato or regional pasta, learning about the culture as well as the cuisine. 

Enjoy an active exploration of the Borghese Gardens by foot or by bike as you travel the heart of Central Italy and where to visit. The living history of Rome spreads to the Vatican grottos and a climb to the top of Michelangelo’s dome, which crowns St. Peter’s Basilica in Vatican City. Partake in scavenger hunt through the galleries of the famous museum leading to the Sistine Chapel or travel into the ancient Christian catacombs along the historic Roman road of Via Appia Antica. The kids will love the adventure. You will love spending time as a family. Everyone will enjoy becoming amateur archeologists, historians, and chefs. 


One of the biggest fears for a parent when visiting a new city is whether or not it will have enough to interest their children; no one wants a bored child when trying to enjoy a new travel experience. Naples provides a perfect blend of ancient insight, a captivating ambiance, and accessibility to fascinating legends. The city was founded more than 2,700 years ago, which accounts for the unique qualities wedged between the Bay of Naples and surrounding Campania countryside. The city offers the family a chance to explore the differences of Italian culture amidst world-class museums, graceful palaces, and historic churches. 

Learn about the modern pizza by tracing the roots of the Italian delicacy back to the 19th century in the historic city center. The thought of a museum sounds boring when compared to the active discoveries of Italy’s first pizzeria as you discover what to eat and Where in Italy, or the nearby archeological site of Herculaneum, but the National Archeological Museum of Naples has one of the best collections of ancient Western European artifacts.

With the right tour guide, the whole family will have fun finding new information about the objects on display, from the captivating Farnese Bull statue to the massive mosaic of Alexander the Great, which was taken from Pompeii. You can’t beat taking kids and adults of all ages to the uncovered cities of Herculaneum and Pompeii. The eruption of Mount Vesuvius in 79 AD covered both cities in pumice and ash, preserving the villas, houses, streets, and, in some cases, the people for a view into daily life in the cities of the Roman empire. 

Outside of Naples stands the Phlegraean Fields, which was once associated with the Roman god of fire, Vulcan. The geological field is massive and represents one of the world’s few super volcanoes and home to 24 dormant craters. Step away from the super volcano to trek to the top of Mount Vesuvius, famous as the volcano that covered Pompeii. Energetic and older kids love to reach the crater and look down into the caldera or just enjoy the view over the Bay of Naples. 


Venice is an inspiring city for romantics and art enthusiasts, engineers and amateur historians. The city lacks any means of support, yet showcases marvels of industrial ingenuity in a manmade environment sprouting out of the eponymous lagoon. Eccentric and elegant palaces symbolize the decadence of the former republic, which has turned to charming decay. Plaster peels from the walls and ceilings, seaweed drapes stairs leading into the canals representing beauty, decline, and an original emergence from the sea. 

The city built its wealth on its connection to the water, trading with the East, expanding across the Adriatic, and embodying much of the wealth often associated with Northern Italy and where to visit. The car-free streets provide a paradise for pedestrians. Explorers are amply rewarded with labyrinthine streets spanning the 118 different islands making up the single city of Venice. Crowds overtake the famous highlights during the day, flocking to the Rialto Bridge and Piazza San Marco to view the churches and museums brimming with great art. At night Venice calms to a different city entirely, quieter, passionate, and lit by soft lamps along the streets and canals. 

The signs of decay disappear in the gentle light and the masses of gondolas throughout the day fade to a sporadic few continuing to ferry couples and families around the narrower, hidden canals of the city. Wandering through the remarkable city provides a sensational ambiance no matter the sestieri, the six neighborhoods of the city. The most popular sites revolve around Piazza San Marco and the Grand Canal but also reach beyond the bridges connecting the close-knit islets to reach the nearby islands of Lido, Murano, Burano, and Torcello. Learn more about what you need to know before visiting Italy to find the information that can offer you the best experience in Venice.


The city of Matera, located in the region of Basilicata, captures the imagination of adults and children through the unique ambiance of Old Town’s biblical scenery along a Gravina Ravine. Children, teenagers, and parents marvel at the distinctive properties of the sassi, the habitable caves residents of the city used as homes from ancient times until the 1960s. Medieval architecture decorates the upper-levels of the city overlooking the rugged cliffs and edges of the ravine. The caves honeycomb the craggy walls. Churches and monasteries were crafted using soft volcanic rock from the region, preserving a collection of the historic buildings. 

The main cathedral was erected in the late 13th century in an Apulian Romanesque architectural style. The bell tower reaches more than 170 feet tall. The churches of San Pietro Caveoso and San Pietro Barisano contain stunning altars, renowned frescoes, and the unforgettable setting inside a cave. Other churches and monasteries in the area reflect the history of Christianity in the region through the preservation of antique frescos and single altars located along the ravine in the complex cave networks and underground chambers. 

The medieval streets and structures crowning the plateaus shelter a series of stairways leading down to the ancient town known as the Sassi di Matera. Archeologists believe prehistoric troglodyte settlements are the first human settlements in Italy. The calcareous rocks have become a symbol of the region. The family will enjoy wandering around the cool interior of refurbished cave-dwellings for insight into the lifestyles of residents who lived on the steep slopes of the ravine. The fascinating Italian history breathes life into the ancient fresco of Cripta del Peccato Originale, which represent biblical scenes from the book of Genesis in the Old Testament capturing the sould of the Southern Italy region and where to visit.


It is hard to find cities more suited for bringing the dreams of castles and knights to life than in Italy, embodied in the city of Bergamo, located in the region of Lombardy. The medieval walls continue to protect the streets and residents from foreign invaders. The shadow of Milan’s famous fashion and art hides Bergamo from the fast-paced artery of tourism in Italy, but the city remains a draw for visitors in-the-know and Italians happy to spend time exploring their country. A funicular ferries people to the hilltop and offers fantastic views over the lower city and the bordering mountain peaks. The 16th century city walls provide a fabulous walkway to explore during your Italy Workation package.

The ramparts lead to viewing platforms, watchtowers, four city gates, underground passages, former noble apartments, and can make any child or adult feel as though they have stepped back in time to an age of kings, queens, and epic knightley battles. Locals enjoy the special treat of polenta cakes topped with pieces of chocolate or marzipan. The medieval atmosphere.

Palazzo del Podestá represents a traditional Venetian palace in the city and houses a small but mighty museum turning the galleries into interactive displays telling the history of Bergamo under the rule of the Venetian Republic. An archeological site reaching more than eight feet down sits in front of the museum and dates back to the 5th century BC. The city moves beyond the medieval façade and allows families to step into an ineffable life during the Medieval period and reign of the Venetian empire personifying the chivalric dreams of children and the prestige of Italy’s past. 


The city of Milan is known for its fashion, its prestige, and, to other Italians, its snobbery, but beyond the façade of its industry of style and being home to Leonardo da Vinci’s The Last Supper, Milan is also a great place to enjoy Italy as a family as you discover the differences of Italy’s North, Central, and South. At first glance, the city seems too modern, far removed from the classic Italian landscape and cityscape that moves people of all ages with medieval buildings and magnificent churches. Roman’s settled the city as a legion outpost more than 2,000 years ago, leading to the prestigious rise of a powerful city-state during the Renaissance. 

The streets provide a fantastic scavenger hunt for the whole family with coats of arms decorating churches, castle walls, ceilings, and mosaic floors. The different coats of arm decorating the architecture and artwork around Milan consist of a variety of meanings including the symbol of the city and symbols regarding noble families. 

The Duomo is an impressive structure decorated with more than 3,400 statues, 135 gargoyles, and 700 figures. The towers create an ominous and breathtaking ambiance akin to a fairytale castle. A view from the top of the tower stretches over the distinctive skyline of the city. Historic trams crisscross the streets, taking residents and visitors between 19th century buildings and over cobblestone streets. A simple and easy way to keep the family happy when in Milan is to sample the different flavors of gelato. When visiting Milan as a family, you venture beyond the rumored prickly surface of an uptight city to reveal the true playful and captivating historical ambiance of a city decorated with museums, architecture, and also fashionable locals. 


The heart of Tuscany lies in Florence, where you can find Unesco World Heritage Sites In Italy or simply enjoy the capital and center of the region, both literally and existentially. The city borders the Arno River centrally located between Rome and Milan with a history packed with action. Bridges connect the neighborhoods across the water punctuated by the massive dome of the cathedral designed by Filippo Brunelleschi.

Romans designed the original layout of the city, giving way to a period of flourishing trade and a thriving banking trade during the medieval era. Julius Caesar established the settlement in 59 BC for veteran soldiers, utilizing his experience as a commander to erect a city in the style of an army camp connected by main streets intersecting at a public plaza. Florence grew to become one of the most important cultural and economic centers of Europe during the 14th to 16th centuries, inspiring artists, such as Michelangelo, philosophers like Machiavelli, and poets such as Dante Alighieri, the latter of whom solidified the Tuscan dialect as the official language of Italy with his authoring the renowned epic La Comedia Divina, The Divine Comedy, consisting of Inferno, Purgatory, and Paradise

The fun, storybook, and irresistible atmosphere of the city offers the entire family world-class art and the connection to the rustic cuisine of the region. The pedestrian-friendly city overwhelms newcomers with its grandeur in the form of preserved sculptures and paintings, along with maintained architecture as sumptuous as the works of art. Cathedrals, artisan shops, boutiques, and fanciful fountains embrace the home of gelato and exciting opportunities to explore historic palaces and great views all the kids can enjoy. 

Find the Italy Destinations Right for Your Family and Workation

Visiting Italy with family for your Workation can be an exciting experience that places you face-to-face with prestigious works of art and unforgettable ancient ruins that have made the region popular to visit for nearly 2,000 years. Look for the gorgeous blue water, enjoy the atmospheric beaches, or walk through preserved medieval streets with a unique view of what makes Italy a great Workation destination for families as you balance work and life. 

Find more of the information you need and want to make sure you have the best Italy family Workation possible. Allow us to accelerate your productivity and maximize the time you spend with your family on an authentic experience in Italy. Take one step closer to planning your Workation or discover more information about visiting Cinque Terre or the Amalfi Coast.