When planning an Italy family vacation, creating custom, personalized itineraries to some of Italy’s most incredible destinations is a great way to experience this magnificent country without compromising on the needs of families with children.
Whether engaging in winter sports in the Italian Alps, tracing familial roots in Palermo, Venice, Sicily or another area, exploring ancient castles in Val D’Aosta, or taking walking tours of historic cities with gelato in hand, children, teens, and adults alike can enjoy the impressive wonders of Italy in a variety of ways.
Enjoy Italy together while we manage the details: centrally located hotels, reliable transport, and thoughtfully planned tours, activities, and skip the line reservations.
From hands on pizza and gelato experiences to city walks, museum treasure hunts, and family friendly boat excursions, we match activities to your children’s ages and interests throughout the trip.
We thoughtfully pace your itinerary, recommend routes, experiences, and stays with comfort in mind so grandparents and grandkids can enjoy Italy’s historic streets together.
Every itinerary is built from scratch around your family’s timing, sightseeing interests, and travel style, no generic templates, just a trip that feels personal and meaningful.
We combine regional, cultural, and on the ground know how, from trains to timing, to suggesting activities, cuisine, and restaurants so your family experiences Italy like an insider.
We hand select accommodations that reflect your family’s style, whether that’s charming boutique stays, family friendly hotels, or luxury properties. We keep comfort, character, and location in mind.
From key transfers and activities to thoughtfully sequenced days, we coordinate the practical details of your trip so you can relax and focus on time together.
While you’re in Italy, our team is just a call or email away for urgent needs and unexpected questions, so you never feel alone when you’re far from home.
Celebrate graduation with a 12-day Sicilian journey packed with history, flavors, and jaw-dropping scenery. From ancient temples to golden beaches, this itinerary is bursting with vibrant stories, hands-on experiences,
A 12-day celebration of achievement, curiosity, and the joy of travel—blending iconic cities, alpine wonders, Tuscan charm, and unforgettable moments with fellow graduates or family. Starting from $8,402 per
Mark your graduation with an extraordinary 10-day adventure through the heart of Southern Italy. From the sun-drenched cliffs of Sorrento, to the breathtaking Amalfi Coast, a sparkling escape to
The most popular destinations in Italy encapsulate what the country is famous for – art, architecture, history, and food.
From hands-on cooking classes and food tastings of local specialties such as gelato, fresh pasta, and pizza to immersing in the cities’ many museums, families have unlimited possibilities when traveling to these world-famous cities.
In Venice, famous for its many canals and unique culture, families can experience many one-of-a-kind Venetian activities.
No Italian family vacation to Venice would be complete without a gondola ride along the Grand Canal or a boat tour through the Brenta Canal. Also available are boat excursions to the islands of Murano, Burano, and Torcello. Known for glass blowing, lace-making, and historic monuments respectively, the islands offer endless possibilities for cultural immersion.
Children will love touring the Ducal Palace and its historic prisons, as well as searching for the symbolic lions scattered throughout the city.
From private tours of the lake’s famous towns of Bellagio and Varenna to hiking, biking, and walking the local villages, botanical gardens, and nature trails, Lake Como is a destination of gorgeous scenery, relaxing lakeside experiences, and immersive natural adventures.
Families can take their kids on the Bernina Express train through the mountains to St. Moritz or experience all the lake has to offer by enjoying a ferry ride to many of the lake’s surrounding villages.
Visits to Medieval structures such as the Castle of Vezio and Forte di Fuentes are ideal for history buffs, while little adventurers will enjoy a visit to Jungle Raider Park – an adventure/amusement park built into the trees. Featuring incredible wooden walkways, a skill path suspended in air, and rope bridges between trees, the park has sections for children and adults alike., making Lake Como one of the best destinations when planning an Italian family vacation
No matter where travelers go in Lake Como, they are promised unforgettable views and pristine nature.
Trips 2 Italy understands that when planning an Italian family vacation, it is important to have guides who have experience working with families.
Families with children can also visit the city’s famed Roman Gladiator School. Children are taught the rich history of the famed warriors as well as authentic gladiator skills using imitation weaponry.
A unique experience for teens and younger children is a guided tour of the ex-Papal Fortress, Castel Sant’Angelo.
For families of faith and those interested in history, Vatican City can be very interesting to travelers of all ages.
An Italian family vacation in Florence, the cradle of the Renaissance, families can enjoy a variety of activities, from taking food tours and cooking classes to enjoying the art-filled history of the city. Ideal for a family picnic are the Boboli Gardens. Located in the city’s Oltrarno district, these gardens behind the Pitti Palace are known as the “green lung” of Florence, boasting a variety of green architecture and fantastic sculptures.
With its prime location, Florence is ideal for taking excursions to some of Italy’s most interesting locales, including Pisa as well as Italy’s culinary capital Bologna, or Emilia Romagna, famous for the Ferrari and Lamborghini factories.
In Siena, families can enjoy historically enriching activities such as a trip to the Museo d’Arte per Bambini (Children’s museum) or the famous Palio di Siena horserace. Just outside of Siena is the historic town of Monteriggioni, home to an incredible Medieval fortress and an annual Medieval festival that is held each July. The festival is perfect for families to enjoy local culture, food, and music.
Private excursions from Siena to nearby Umbria can also be arranged. These trips include stops in religiously historic Assisi and Perugia – famous for its decadent, unique chocolates.
For families with teenagers 14 years and older, enjoy a bike tour or horseback ride through the rolling Tuscan countryside. Complete the Tuscan experience with a private cooking class or food tour. Although Tuscany is not commonly thought of when planning an Italian family vacation, it does have many things for families to do and see.
In Naples families can enjoy private tours of some of the city’s most famous sites:
For pizza lovers, enjoy a family pizza night in the city that created the dish! Choose from any number of historic pizzerie throughout the city or take a private cooking class to learn from master pizzamakers.
Between the impressive architecture, amazing food, and vast history of the city, everyone from kids to adults will enjoy Naples.
On this Mediterranean island off the coast of Southern Italy, families can enjoy stunning beaches, gorgeous views, and a rich history.
In Palermo, families will enjoy traditional Sicilian culture and history. Visit one of city’s bustling street markets or soak in the history of sites such as the Palatine Chapel, Fountain of Shame, or Norman Palace.
In Taormina, family-friendly guides can take guests on a private tour of the city center. Kids and teens will also love the spectacular beaches, offering endless waterside fun.
When visiting Sicily, there are a variety of excursions to enjoy. Families can visit Mt. Etna – Europe’s largest active volcano, or Modica – a city known for Aztec chocolate and Baroque architecture. Off the coast of Sicily are the Aeolian Islands. Excursions to these islands offer unparalleled natural views and a calming, secluded escape for families to relax and unwind.
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