Italy Family Vacation for First Timers

San Pietro in Valle Abbey in Valnerina, Umbria, Italy.

What to expect on this itinerary

Immerse yourself in Italy with unique and interactive experiences at every turn. Travel through Italy’s heartland with stops in bustling, metropolitan cities and countryside estates before walking the cobblestone avenues of ancient gladiators, sailing down gentle waterways, and basking in the Tuscan sunshine. The architectural and artistic masterpieces, colorful frescoes, and gorgeous mosaics will give you something to take your breath away before you master the art of Italian cuisine and learn the techniques behind the perfect pizza, creamy gelato, and chocolate delights. Cathedrals, castles, museums, and monuments are waiting to be explored, and expert guidance in addition to customized experiences at each location make this luxurious, 9-day adventure through Italy the perfect family break.

Countries Visited

Italy

Places Visited

Rome, Florence, Umbrian Countryside, Perugia, Turin, Milan

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

Rome – Exploring Ancient Rome

You will land in Rome and immediately dive into the ancient world. Rome is the perfect place to begin your tour of Italy because it is both the country’s ancient and modern-day capital. You will be impressed by the vast array of ruins and relics, marvel at how cobblestone streets end at dramatic monuments like the Colosseum, and be provided with the opportunity to shop and stroll along famed avenues, dining in small establishments and on regional Italian specialties. Rome is the perfect introduction to Italy because it has something for every member of your family to enjoy. Your private driver will greet you at the arrivals area of Fiumicino Airport and whisk you away to your centrally located accommodation.

After a brief stop for a coffee and pastry, it will be time to harness your energy and hit the ground running. No trip to Rome is complete without visiting the Colosseum. An ancient gathering place and the largest amphitheater that has ever built, this is where riveting tales of gladiatorial fights and battle reenactments will keep you enthralled. Your private guide will be ready to tailor your exclusive tour to your family’s interests and guide you around the site as both an expert and as an actor, bringing to life the history of this location in an exciting way. Tales of gladiator flights, roaring crowds, and wild animals will spark your imagination and paint a picture of what an event would be like here among the sea of spectators. To fully immerse yourself in the experience, you will take a family photo with one of the many costumed gladiators outside of the venue.

You will then enjoy a refreshing beverage or icy granita, which is a frozen dessert, to cool off and calm down after your exciting Coliseum experience. Then, you will venture across the street to the Roman Forum, which was the center of day-to-day life in Ancient Rome. Together with your private guide, you will get involved in a hands-on archeological tour complete with a dig. You will work alongside a professional archeologist on an excavation, which will be the perfect way to uncover the longstanding history of Ancient Rome. You will then marvel at the mosaics and structures that have made their mark on this place for centuries.

What's Included:

Transfer
Accommodation
Tour
Breakfast
Day 2

Central Italy – Countryside Retreat

Day 3

Perugia – Crazy for Chocolate

Day 4

Florence – Highlights of the Historic Center

Day 5

Florence – Palaces & Pizza

Day 6

Turin – National Cinema Museum & Eataly

Day 7

Milan – Turin's National Automobile Museum

Day 8

Milan - Italy’s Largest Cathedral & Largest Stadium

Day 9

Milan – Depart for Home

Trip Highlights

  • Dig in and get your hands dirty at an archeological excavation at the Roman Forum
  • Lounge poolside at a private estate that is nestled in the rolling hills of Umbria
  • Invent and indulge in chocolate creations at the Perugina House of Chocolate
  • Admire the Tuscan sunset in a Florentine Gondola on the Arno River
  • Master the art of the perfect pizza with a private chef in Florence
  • Explore the massive flagship Eataly location, where you will taste Italian favorites from every region
  • Learn about the evolution of the automobile industry at the National Automobile Museum
  • Marvel at the largest cathedral and stadium in Milan, Italy

Detailed Description

Italy has something every member of the family will enjoy. A perfect combination of old-world charm and modern comforts, Italy will wow you with its majestic scenery, cuisine, and history. This family-focused experience will show you the best of what Italy has to offer from the capital of Rome to the bustling Northern hub of Milan. Interactive adventures and expert guides along the way will take your trip over the top and allow adults and children alike to develop an appreciation of the sites, history, and culture of Italy.

Your trip will begin in Rome, where you will delve into the world of ancient gladiators. No trip to Rome would be complete without a visit to the Coliseum, and your private guide will bring this amphitheater to life for you and your family with tales of riveting gladiator matches. The impressive, intact ruins of the Roman Forum next door will continue to paint a vivid picture of day-to-day ancient Rome. You will take part in an excavation with a professional archeologist, where each member of your family can uncover treasures from the past.

After a busy stay in Rome, it will be time to revel in the height of relaxation at a private, countryside estate in Umbria. This home away from home will be yours for the next few days, so you can leisurely soak up the Tuscan sun, cycle along the winding country roads, and swim in the crystal waters of your private pool. Hands-on activities at this working farm will keep every member of your family occupied and enthralled, and a day trip to the Umbrian capital of Perugia and its famous chocolate factory will be on your schedule, which is where you will see how chocolate is made. Afterward, you will create exclusive creations of your own.

After a rejuvenating stay in the Umbrian countryside, it will be time to venture to the Tuscan capital of Florence. Its candy-colored cathedral will invite you inside to view its intricate interior and its dome that will be the perfect viewpoint to look out over the burnt orange tiled rooftops of the city. Florence has no shortage of palaces and manicured gardens to explore, and you will marvel at the ornate dwellings of the courtiers. After indulging in many Italian culinary specialties, you and your family will be provided with the opportunity, in Florence, to learn the art of Italian cooking with lessons in pizza and gelato making.

Departing from the heart of Italy, you will explore the country’s vibrant north, which will have a distinctly different feel to the places that you have visited thus far. Turin is filled with interactive experiences, and the National Cinema Museum, National Automobile Museum, and flagship Eataly location are just a few of these unique and exciting destinations that you can enjoy. Milan has some of the biggest and best landmarks in Italy, including the country’s largest cathedral and stadium, where you can feel small among these architectural behemoths. With so many beautiful locations to enjoy, this luxurious, 9-day tour of Italy covers the perfect highlights to introduce you and your family to intoxicating Italy.

Italy is a region unlike any other; learn more by seeing how our partner Italy tour operators can personalize the experience for you.

Starting Price

$4,100 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.

4.9

Verified Traveler Reviews

Based on 730 reviews

Italy Trip Review: Rome, Florence, Tuscany, Vatican, Colosseum, Cooking Class, Food Tour, Cheese Sampling, Wine Tasting, 10 Nights

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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Italy Family Vacation Review: Venice, Verona, Florence, Tuscany, Siena, Rome, Biking, Cooking, Wine Tasting, Olive Oil Experience, 10 Nights

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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Italy Trip Review: Milan, Florence, Lake Como, Venice, 11 Nights

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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Italy Honeymoon Trip Review: Tuscany, Venice, Sorrento, Rome, Amalfi Coast, Pasta Cooking Class, Wine Tasting, Limoncello Tour, Local Cuisine, 10 Nights

My wife and I consulted with a handful of travel agencies in order to pick the right one for us to curate our dream honeymoon, and I could not be happier with our final decision to trust Zicasso’s tour company with this task.

Our travel agent was amazing throughout the process of building our itinerary, choosing experiences that fit exactly what we were looking for in an Italy honeymoon.

Start to finish, our overall experience was seamless. We decided to pack a lot into 10 nights, visiting Tuscany, Venice, Sorrento, and finishing the trip with one night in Rome. The tour company perfectly constructed our itinerary in a way that did not make our experience feel rushed in any of these locations. We had ample time to relax and explore these beautiful places on our own, while also fitting in world-class experiences specific to the region in which we were staying, all hand-selected by the tour company and their local expertise.

Every experience we had was incredible. From a private pasta cooking class and wine tasting in Tuscany to a limoncello tour in a quiet, picturesque village along the Amalfi Coast, each will be an experience my wife and I will never forget.

I would recommend this travel company to anyone visiting Italy for the first time or even those who have been to Italy, but want to experience breathtaking excursions curated by a local team of experts.

Our honeymoon was all we dreamed of and more, and I look forward to having the opportunity to use them for our next adventure.

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Italy Trip Review: Florence, Tuscany, Rome, Food Tour, Wine Tasting, 1 Week

We had a great trip to Florence, Tuscany, and Rome. One of the best parts about the trip was our travel company. Zicasso's travel specialist took care of booking everything we needed and doing so within budget. I didn't have to worry about keeping up with tour tickets and schedules because he had already taken care of all that. He was also available for quick questions and updates while we were on our trip. We couldn't have asked for better!

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Italy Trip Review: Rome, Florence, Capri, Sorrento, Cooking Classes, Vineyard Dinner, 13 Nights

We just got back from an amazing two-week vacation with our children and our eight-year-old granddaughter. The travel specialists at Zicasso's tour company were incredibly knowledgeable, responsive, and professional. They took all of my ideas and managed to incorporate them seamlessly into our itinerary. I had quite a few requests and even made some last-minute changes, which they accommodated without any hesitation. One specialist, in particular, was exceptionally kind and helpful!

The organization of the trip was smooth and effortless. The transportation, drivers, and guides were all top-notch! We traveled in clean and well-maintained Mercedes vans, with well-dressed and personable drivers. The local guides were not only knowledgeable, but also spoke English clearly, sharing fascinating insights that allowed us to dive deeper into the history and culture. The hotels we stayed at ranged from good to very good. If I were to plan this again, I might choose a different location in Rome; the area was a bit congested and the hotel could use some upgrades, but it was conveniently situated.

The wine tastings were enjoyable and dinner at the vineyard was truly magical! Our standout activities were the cooking classes in Florence and Rome. The chefs were professional and imparted a lot of knowledge, giving us valuable skills to take home.

The highlight of our trip was definitely the private boat charter in Capri! We had a perfect day on a brand-new yacht, with an experienced captain and crew who took us to hidden caves away from the crowds, allowing us to swim in stunning locations. It was an absolutely fantastic trip!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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