Italy Family Vacation for First Timers

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.
Customizable Itinerary
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:
Central Italy – Countryside Retreat
Perugia – Crazy for Chocolate
Florence – Highlights of the Historic Center
Florence – Palaces & Pizza
Turin – National Cinema Museum & Eataly
Milan – Turin's National Automobile Museum
Milan - Italy’s Largest Cathedral & Largest Stadium
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
$3,300 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
Verified Traveler Reviews
Based on 6880 reviews
Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.
The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.
The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!
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Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.
I was able to add an additional city on short notice!
We had knowledgeable local city guides and all drivers were professional.
We had a wonderful family trip!
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We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.
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I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.
Here are some highlights:
Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!
Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.
Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.
While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.
This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!
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The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.
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Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.
Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.
We highly recommend our travel company and would definitely use them again.
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