Luxury Italy Family Vacation

Family on a luxury yacht in Sardinia, Italy.

What to expect on this itinerary

From the pleasures of high culture to the joys of adventure, this 16-day luxury Italy family vacation offers something for all ages. Taste buds will revel in the joys of Bologna, eyes will feast upon the immaculate detail of the Sistine Chapel, and the beauty of the Mediterranean sunlight will shine brightly.  No matter your preference, there is something in Italy for everyone in the family.

Countries Visited

Italy, Vatican City

Places Visited

Milan, Venice, Sardinia, Bologna, Florence, Rome, Pompeii, Vatican City

Suggested Duration

16 Days

Customizable Itinerary

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Day 1

Milan - Touching Down on the Peninsula

You land this morning in Malpensa Airport, where a personal driver will be waiting to take you into the heart of incredible Milan, right to the door of the hotel. This afternoon, explore the many attractions of Milan, from the city’s amazing Duomo, a Gothic marvel that is one of the largest churches in Europe, to the boutiques of the world’s greatest designers that line the streets of this world fashion capital. The Galleria Vittorio Emanuele is one of the most upscale malls on the planet, and more astounding boutiques can be found at the well-known Quadrilatero. Dinner this evening can be at one of the city’s fine restaurants, but be sure to save some room because there's gelato around nearly every corner.

What's Included:

Transfer
Accommodation
Day 2

Venice - From Magnificent Milan to the City of Canals

Day 3

Venice - Exploring the Queen of the Adriatic

Day 4

Olbia - From the Mainland to the Islands

Day 5

Olbia - The Charms of Scenic Sardinia

Day 6

Olbia - A Journey Through Time and History

Day 7

Bologna - Turning to the World’s Oldest University Town

Day 8

Bologna - A Visit to Italy’s Famous Automakers

Day 9

Bologna - The Culinary Treasures of Bologna

Day 10

Bologna - Tricks of the Trade in an Italian Kitchen

Day 11

West to Tuscany’s Famous Capital

Day 12

Florence - Hitting the Highlights of the Birthplace of the Renaissance

Day 13

Rome - All Roads Lead to Rome

Day 14

Rome - A Guided Tour of Unforgettable Pompeii

Day 15

Rome - The West’s Greatest Empire and the World’s Smallest Country

Day 16

Saying Goodbye to Enchanting Italy

Trip Highlights

  • Discover the many attractions of marvelous Milan, like the city’s immense and impressive Duomo and one of the best fashion scenes in the world
  • Feel yourself be taken in by the irresistible attractions of Venice, one of the world’s most unique and romantic cities, filled with charm and verve from the Piazza San Marco to the glassblowers of Murano
  • Visit oft-overlooked Sardinia, one of the oldest areas in Italy and the site of a rich and diverse historical, social and cultural scene
  • Stroll the campus at the University of Bologna – the oldest institution of higher learning on the planet – before learning the finer points of fine Italian food at a renowned pasta maker in Italy’s culinary capital
  • Get your gearhead fix and visit the factories of Ferrari, Lamborghini, Maserati, or any one of a number of fine Italian automakers that riddle north central Italy
  • Walk the banks of the Arno and the notorious streets of Florence, the center of the art world for a century and one of Italy’s favorite vacation spots, filled with fun-loving people and a carefree atmosphere from the Ponte Vecchio to the spectacular Duomo
  • Live up the incomparable history of regal Rome, the center of an Empire and a faith, the home to the Trevi Fountain, the Sistine Chapel, and some of the best restaurants and hotels in the country
  • Make a day trip to mesmerizing Pompeii, where you’ll encounter the past in a way that you never have before

Starting Price

$15,600 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

  • 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.

4.9

Verified Traveler Reviews

Based on 4473 reviews

Italy, Malta Trip Review: City Tour, 20 Days

I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.

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Greece, Italy Travel Review: Rome, Athens, Santorini, Local Cuisine, 14-Night Trip

Our trip was absolutely amazing! This was the trip of a lifetime. Zicasso and our trip planner were incredible. He was repeatedly helpful, offering personalized attention to our needs. He booked amazing tours for us and seemed to really grasp what we wanted. Everything was incredible.

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Italy Vacation Review: Ravenna, Padua, History, Art, Scrovegni Chapel, 13 Days

It was a great pleasure working with Zicasso's tour agency. Our travel designer and her staff were attentive to the kind of trip we wanted and planned a great itinerary. The hotels, restaurants, and drivers were all top-notch. For us, the acid test was the quality of the guides, and they excelled there as well. We would happily have them plan another trip for us.

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Italy Tour Review: Ravenna, Verona, Rimini, Scrovegni Chapel, Private Tours, History, 12 Nights

My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.

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Italy, Greece Tour Review: Santorini, Capri, Naxos, Boat Ride, 11 Days

I am very happy that we chose this Zicasso travel agent. He was very responsive throughout the evaluation and planning process, as well as while we were traveling, with any questions we had. He checked in during our trip to ensure things were going smoothly and we asked his advice via WhatsApp a couple of times during our stay in Greece, to which he responded quickly and immediately researched our request.

Every transfer was on time and all of the tours were high quality. I really can't think of anything we weren't pleased with in terms of his service!

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Greece, Italy Tour Review: Rome, Athens, Paros, Milos, Naxos, Vatican, Colosseum, Roman Forum, Pantheon, Food Tour, Catamaran Ride, Sunset Cruise, 11 Nights

The trip of a lifetime–thanks to Zicasso's travel company!

We recently had the absolute best travel experience of our lives, and it’s all thanks to the incredible team at this travel company. Words can hardly capture how grateful we are for the magic they created for our trip to Greece.

We were headed to a friend’s wedding on Paros and trying to plan the logistics ourselves quickly became overwhelming; figuring out how to get there, what to do, and where to stay felt impossible. That’s when my husband found this company and, from the very first interaction, we knew we were in good hands. They took the time to really get to know us, what we enjoy, our travel style, our budget, and how hands-on we wanted them to be.

After a few thoughtful conversations and a video call, they crafted multiple itinerary options tailored exactly to our preferences. In the end, we landed on a perfect blend of history, fun, and relaxation. They even helped us work everything around the wedding, ensuring we didn’t miss a thing.

We started our journey in Athens, landing early in the morning and diving straight into the day. Then came one of the highlights of the trip—meeting our travel agent in person. She met us with the warmest welcome, walked us through our itinerary, personally showed us around the city, and gave amazing recommendations for food and shopping. Her kindness, energy, and passion for hospitality were contagious.

But what truly set this company apart was their level of care and communication. Throughout our entire trip, they were just a WhatsApp message away. They proactively checked in before every activity, sent us all the necessary contacts for transport and tours, and made sure we felt supported every step of the way. Every place we stayed at was breathtaking. From Athens to Paros, Milos, and Naxos, each hotel was more stunning than the last. Immaculate rooms, beachfront views, and hosts that treated us like family. The breakfasts were absolutely mouthwatering and gave us the perfect start to each adventure-filled day.

Beyond the wedding festivities, our itinerary included food tours, temple visits, an unforgettable catamaran tour, and a dreamy sunset cruise. Every single moment felt like a dream. The islands are incredibly safe, perfect for solo travelers or a girls’ getaway, and the views? Just… wow!

And the food! I cannot emphasize this enough: the food was out of this world. Every meal was a delight—fresh, flavorful, authentic, and somehow we left feeling better than when we arrived (even after eating three generous meals a day, with snacks in between!). Pure magic.

I’m already counting the seconds until we can go back. This trip exceeded every expectation we had and gave us memories we’ll treasure forever.

To top off this unforgettable trip, we decided to spend a few days in Rome—and the travel company helped with that too! It was the perfect ending to our adventure. We explored the Vatican, the Colosseum, the Roman Forum, and the Pantheon. Every site was awe-inspiring and the city’s energy was just electric. Rome was the cherry on top of a journey we will never forget.

To the entire team—thank you from the bottom of our hearts for the most unforgettable adventure of our lives. We wouldn’t dream of traveling to Greece again without you.

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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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