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 351 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.
See more
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.
See more
The travel assistance from Zicasso's company was very helpful. All tour guides were wonderful, as well as the tours, with the exception of the all-day tour into Tuscany, ending in Siena.
As an elderly woman, I found it to be too long. Also, after the lovely lunch and wine tasting, it was difficult to go on a 3.5-hour walking tour, as well as walk a mile into Siena and a mile out of Siena. Also, the bus did not have great air conditioning and did not have a working bathroom.
The other issue I had was with the seven and nine flights of stairs in Venice and Florence in our hotels. With bad hips and knees, I was confined to going up and down the flights only once during the day. I suggest this be a question for guests in the future.
The travel company was very generous in paying for a wonderful dinner for me and my grandson due to my struggles.
See more
See more
Overall, this may be too much, but we were happy to have written it down as it allowed us to relive the experience. This was a wonderful trip and we absolutely recommend Zicasso and our travel agent. We are already thinking about our next adventure in Italy. Here are the details...
Planning: Zicasso’s travel agent did a wonderful job of helping us plan a trip, making adjustments and ensuring the adventure turned out perfectly. We interviewed several approaches to planning the trip and our choice with Zicasso’s tour company was the right one for us. The trip app was great and kept everything right at our fingertips. We will definitely reach out to this travel agent when we return to Italy.
Food: How is it that when we stopped on the highway to Florence for a coffee, the food was as good as any high-end restaurant in the United States—organic, fresh, and tasty. One of our crew is gluten sensitive in the United States… in Italy, it’s not the gluten, it’s the chemicals used in the United States. We ate bread at every meal and had no problems. We learned that more simple fare is better fare and just amazing. No need for exotic tasting of cheese, bread, wine, pasta, salad, olive oil, vinegar, with fresh vegetables in the sauce, is all one ever needs… until the gelato at least twice a day.
Logistics: The logistics were great and absolutely essential for first-time travelers. There were guides and drivers to meet us at every stop. They seemed to know what we looked like and were just so very helpful.
Guides: Great choices across the board! Their knowledge and love of their various cities was detailed and charming. It was clear that each city fancies itself as the origin of culture and much more. We loved the perspectives and personalities of the people, and of our guides in Rome, Florence, the Tuscan farm, Venice, the Venice water tour, and Pompeii.
Drivers: Our three drivers, especially the one who got stuck with us on the way to Florence due to an auto accident. He really had an extended day and we really appreciated his patience. We got to know him a little and he was delightful.
Travel by train: It was so easy, fast, and comfortable. We loved the time together and the scenery. The added benefit of the lounge made a big difference from the busyness of the train station. We loved this, all at 300 km/h!
Hotels: The hotels were exactly as described—centrally located, convenient, and very comfortable.
Rome: The best beds and staff!
Florence: The best location—convenient to shops/cafés and breakfast.
Venice: Great location, with window views of the canals; it was very nice, but a bit dated in decor in the lobby. We would still stay there next trip!
Planning and sites visited: Overall, each of the cities and sites were outstanding. They gave us a great insight into Italy as a country, as well as its culture and people. Everyone we engaged with (including hotel staff, restaurants, and locals) was friendly, helpful, and engaging. The pervasiveness of English speakers was incredible. Our single-language approach is something we need to work on in the United States! We always felt safe and well taken care of. The added benefit of this support was that it allowed all of us to focus on the city and countrysides, not the driving. It may cost a bit more, but we felt it was totally worth it.
Roma: Here is the only mistake we made in planning our trip. Doing the Vatican and ruins/Colosseum in the same day is too much. This was clearly our decision and our travel agent suggested that it was “a lot.” Having said that, the pre-purchase and guide is clearly the way to go in whatever city you visit. The three sites are incredible.
Pompeii: We thought this would be neat to see, but not as amazing as the other sites…we were wrong. Pompeii is an incredible site and the pace of the tour was just about right for us. This is a place where you can walk the streets where people have walked since long before Christ. The opulence of their living (steam baths, frescos, statues, and mosaics) is incredible.
Tuscan countryside: The organic farm and cheese-making visit, including a quick trip to Pienza, was an absolute highlight. The lunch was fantastic and inspired us to eat organic! We also loved that to get to the farm you had to travel on gravel roads (well maintained, by the way) and got to see working farms.
Pienza is a beautiful, small village where we could spend an entire day exploring. Next visit, we will carve out a day to shop there and spend the night. There was so much to do in a limited time!!!
Florence: It's just beautiful. The work by Michelangelo just defies explanation and leaves you breathless. The churches are a monument to the wealth and dedication of generations of craftsmen engaged in centuries of work. The cooking class was wonderful and fun, and there was so much food. Making your own tiramisu, pasta, chicken dishes, and sauces was just wonderful.
Venice: We skipped the gondola ride because the tour of the Grand Canal was just incredible. Some of us were a bit spooked by the narrow “streets” or, better yet, passageways. However, we all loved the tour and exploring. One of our crew took off later in the day after the tour and tried to get lost… successfully. But with a bit of iPhone maps and the kindness of the people, they found cafés, open-air markets, an antique shop, children playing football, and a delightful adventure.
See more
See more





