Kid-Friendly Vacation to Italy: Rome, Tuscany & The Vatican

What to expect on this itinerary
History is filled with noble families rising in power and class, spanning time to protect one another against the outside world. This 8-day kid-friendly Italy vacation teaches you about Roman mythology, medieval history, and masterworks of art. Follow the noble route of a family adventure by discovering the hidden underbelly of the Colosseum and learning the depths to which the food culture runs. Each moment will build treasured memories in the surrounding, timeless world.
Customizable Itinerary
Rome – Arrive In Timeless Rome
Rome is a city that embraces its past and looks towards the future. Remnants of Roman aqueducts run through the outskirts of the city. The cobblestone streets lead to hidden piazzas filled with charming tables and locals savoring the afternoon sunlight. Opulent fountains trickle with water adding ambiance and décor to expansive plazas.
When your plane lands at the airport, your private transfer awaits your arrival. Rome maintains a vibrant energy swirling around ancient ruins and historic churches. The kids marvel at the amount of history strewn about the city, saying it looks like a movie set. Sporadic palm trees grow throughout the city towering above the cobblestone lanes but beneath the attractive skyline of steeples and treasured cathedral domes.
As the sun begins to set, you stroll through the city finding Piazza Navona. The square was built in the 1st century AD and feels like a large stadium with several fountains on display. The Fontana dei Quattro Fiumi, The Fountain of the Four Rivers, was erected in the 17th century representing four major rivers across four continents commemorated in marbled Greek-esque figures. The family can sit in the square indulging in some gelato from Gelateria del Teatro, and basking in the beauty of Rome.
What's Included:
Rome – A Family Visit to the Sistine Chapel
Rome – Introduction to Real Roman Cuisine
Rome – A Family that Eats Together
Florence – A Family of Castles
Florence – Medieval Wonder of Siena
Florence – Elements of Art
Florence – Keeping the Family Close
Trip Highlights
- Experience Rome’s antiquity on a private VIP tour of the Colosseum and view the ruins in a new and unique way
- Discover the grandeur of the Vatican Museum on an After-Hours Tour visiting some of Western Civilizations most treasured masterpieces
- Ingratiate the family as true Romans with a guided tour taking you into the cultural flavors of the city and region in a traditional Roman neighborhood
- Enjoy a family cooking course with an Italian nonna, bringing the family into the kitchen to make everyone’s favorite pizza
- Revel in the enchantment of medieval palaces set inside the ancient ramparts of historic cities
- Inspire the family with a visit to the Uffizi Gallery, where kids and adults alike can scour the masterworks of the Renaissance in marvel
Starting Price
$3,600 per person (excluding international flights)
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 692 reviews
Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.
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Zicasso’s travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.
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Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!
We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.
Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us.
Talk with our tour operator; you will be glad you did!
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We've taken many family vacations over the years, but we all agreed this was the best one yet!
The team at Zicasso’s travel company did an exceptional job tailoring the perfect trip for our family. Every detail was thoughtfully planned, making the entire experience seamless and truly enjoyable from start to finish.
We had wonderful drives and knowledgeable, engaging tour guides who made each destination come to life. Some of our favorite highlights include a hands-on cooking class in Florence, exploring the beautiful Tuscan countryside, and having effortless access to iconic sites like the Vatican and the Colosseum.
The experiences were unforgettable, from the best food tour in Rome to a fun and unique golf-cart tour through the city. We also loved visiting a Parmigiano-Reggiano factory and a Parma ham producer, along with an extra-special stop at the Ferrari Museum that was such a memorable surprise.
Every moment felt thoughtfully curated and we came home with incredible memories that we will cherish for years to come. We highly recommend the travel company to anyone looking for a truly personalized and exceptional travel experience.
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Zicasso's travel agent was like our “patron saint of hassle-free and VIP vacations!" Every step of our trip was planned for us; we were greeted by private guides at each airport or train station, and met in the lobby of our hotel for each privately guided tour. We went to the front of the line at the Vatican on a day when the line stretched over a mile. Each night she sent us a detailed itinerary for the next day’s tours and on our free days she even gave us suggestions for local restaurants.
I have traveled pretty extensively for work and pleasure, and this trip was so well organized by this travel agency. I cannot recommend them any higher. If you want a truly memorable and hassle-free vacation, you must use them; you will not be disappointed! Thank you so much for creating a true “trip of a lifetime."
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When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.
Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.
Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.
A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.
Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.
When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.
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