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 5464 reviews

Italy Vacation Review: 12 Days

It was a fantastic trip. Everything we planned with Zicasso’s travel company was on time and with high-quality local guides and drivers. They were very responsive and helped us build an itinerary for our 12-day trip to southern Italy. They stayed in touch throughout the planning process, helping us find restaurants and answer questions. I would highly recommend this travel company to anyone planning a trip to Italy.

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Italy Vacation Review: Sorrento, Amalfi Coast, Florence, Tuscany, 10-Night Trip

Zicasso’s travel specialist was a pleasure to work with. She helped me plan our trip of a lifetime to Italy. I told her which cities we wanted to visit and our interests, and she gave me great recommendations for tours and experiences. She was flexible with the itinerary changes I made beforehand and, after our arrival, the pre-arranged transportation was seamless and the hotels were great.

Our ambassador during the trip was very responsive when I had questions. I appreciated the daily messaging app reminders for the times and activities for the next day, including a location link on Google Maps for the meeting points. Our pre-arranged drivers and tour guides were excellent.

This holiday was everything I hoped for. If I am fortunate enough to plan another holiday to Italy, I will definitely use the travel company again! Based on this experience, I will definitely use Zicasso again for an international holiday.

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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, Vatican, Sistine Chapel, Colosseum, 2 Weeks

Zicasso set us up with a wonderful travel agent. The process of choosing and communicating through the Zicasso system was easy and helpful.

The travel specialist and her team planned a wonderful 15-day trip, with nine days in Rome and four days in Florence. She found us great accommodations that included a kitchen, which was a must for us. Other travel agents were not able to provide such accommodations.

The drivers we had were professional and picked us up on time. The guides were experts in their field and generally had taught at universities. The guides were very personable and tailored the tours to our interests.

She arranged all the necessary skip-the-line tours. We went to the Vatican with three different tours: the Sistine Chapel, the Gardens, and the necropolis to see St. Peter's tomb.

There were a couple of hiccups in this perfectly planned itinerary. Each time, the travel specialist and her staff were immediately available and guided us through solutions, such as trying to get to the Colosseum during the Roman Marathon.

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Italy Trip Review: Piedmont, Langhe, Turin, Lake Como, 2 Weeks

Zicasso’s travel company was highly responsive and understanding of what we wanted to experience and used their expertise to steer us to the best people and locations possible.

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Italy Travel Review: Rome, Venice, Florence, 1-Week Trip

We enjoyed our trip so much. Everything was planned well and on time in Italy! Zicasso's travel company did everything to help us with our trip interruption due to flight delays for weather here in the US! All the communications we had with them were spot-on.

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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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