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 1998 reviews

Review: Italy Family Vacation, Milan, Rome, Florence, Venice, Parma, Modena, San Gimignano, Lake Como, Dolomites Snowmobiling

Thanks for helping me organize my family (of 10 with diverse age from 15 to 63) trip to Italy, from Dec 17 to Dec 31. Whilst different member of my family have different expectation and requirement, I would like to comment you and your team on having planned an excellent trip that not only met each and everyone's interest and expectation but truly exceeded it.

Your planning have brought us to the lovely cities of Parma, Modena, Florence, Orvieto, Civita Di Bagnoregio, Naples, Rome, Venice, Cortina d'Amprezzo and back to our starting point Milan. Throughout the trip, we have a well balance itinerary that covered

- beautiful churches such as the Duomo in Milan, Rome, Florence,

- archeological site like Pompeii, Colosseum, Roman Forum, Pantheon, Pisa, Verona (learning more about romeo and Juliet)

- great local eating places (recommended by the guides you chose)

- lovely country side and unique sight in San Gimignano, Civita Di Bagnoregio, Orvieto, Lake Como,

- great gallery likes Uffizi, Academia

- Interesting activity such as Snow Mobile excursion in Cortina, Learning Cooking 

- Shopping activities

With so much, yet your team immaculate planning never have us rushing from sight to sight, we were both able to enjoy and learn as much as we can of each sight and at times added more activities.

The team of guides you chose, have truly turn stone and history into exciting stories that the provided the group deeper understanding of the sights we visited and saw. Really like to thank each on of them like our guides in Florence, Pisa, San Gimignano, Orvieto and Civita Di Bagnoregio, Naples and Pompeii, Rome, Verona, Venice and Milan.

But most importantly, thank you for getting our driver, he truly ensure our comfort whilst driving steadily through jams on our way to Naple and snow storm on our way to Cortina d Amprezzo and also took very good care of us ensuring we know what to do where we have no guides and leaving us clear instruction when we needed help. He is truly a wonder.

I will definitely tell my friends heading to Italy about this company.... A wonderfully great experience.

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Travel Review: Anniversary Trip to Italy, Rome, Florence, Pisa, San Gimignano, Positano, Truffle Hunt, Cooking Class, Food Tour

Locations Visited: Venice, Verona, Florence, San Gimignano, Siena, Pienze, Rome, Pompeii, Positano

My husband and I planned this trip for our 10-year anniversary. I’m a person with high expectation and this travel agency exceeded all my expectations. The entire trip was dream.

We opted for personalized tours and transport for 95% of our trip. All of our drivers were wonderful. They arrived on time and made sure we made it to all of our destinations without issue. They had the contact information for the tour guides we were meeting. Upon arrival to our first hotel, a local cell phone and gift were given to us. Having the iPhone during our trip made any needed communication with our agent and his team a breeze. In addition, we used the phone apps for navigation throughout the cities we visited. We made a last-minute request for an additional private transport, and our agent was able to make it happen. We greatly appreciated their customer service.

We participated in a several unique experiences while in Italy. We went truffle hunting in Pienza, which was amazing. After, we were served a meal that highlighted truffles and the cheeses made locally. In addition, we did a cooking day in Rome. This was a private cooking class where we made pasta, several sauces, and appetizers. The one disappointment is that we never received the recipes from the chef (we were told by the chef that they would be emailed to us). However, this is a knock on the chef and not our travel agent. Once the class was done, we were served a meal in a private garden area. Lastly, we did a food walking tour in Rome. This was an amazing way to find local cuisine that we wouldn’t have known about otherwise. A wonderful experience.

All of our tour guides were excellent. They were knowledgeable, friendly, and familiar with the cities. We had one guide that really went into the details and reasons for expressions in the art. We didn’t care for that, but we didn’t specify that ahead of time or to the guide. It was wonderful seeing her excitement and passion for all of the amazing working works of art and sculpture that we saw.

Overall, I would highly recommend this travel agent and his team if you are traveling to Italy!! You will not be disappointed. We gave him our wish list of activities, accommodation preferences, etc. ahead of time and he made sure we got them all! Thank you for such a wonderful and memorable trip. If we are able to return to Italy, you will be hearing from us.

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Travel Review: Custom Italy Family Vacation - Highlights - Uffizi Gallery, Vatican Museums, Venice

We decided on the location and planned the trip to the three Italian cities of Venice, Florence and Rome only about a month before. Using this travel agency thru Zicasso was key to getting hotels with great locations, good tour guides, transfer arrangements and proper timing for touring of all the cities. The trip went very smoothly and we were able to focus on enjoying the trip.

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Luxury Italy Vacation Review: Rome, Florence, Venice, Pompeii, Amalfi Coast, Vatican, Vasari Corridor

We had a wonderful family trip to Italy.  We had a small group of 7 travelling. It was the first overseas trip for my 3 nieces.   Our agent was fantastic.   She was very responsive to our needs and planned an itinerary that was full of guided tours, but left plenty of time to explore on our own. We went to Rome, Pompeii, Amalfi, Florence and Venice.  The hotels in the 3 cities were all in good locations for walking.  All of the guides that provided the private tours for our little group were all very knowledgeable and friendly.  It was nice having private tours with skip the line access to the museums.   The only negative thing I can say is that the Vatican Museum was very over crowded and made it hard to see as much as we would have wanted to see.  However, that does not reflect negatively on our agent or the company since that is out of their control.  We still enjoyed visiting the Vatican and Museum and is a must see for anyone going to Rome.

On the recommendation of our agent, we drove down to the Amalfi Coast after our visit to Pompeii.   That was well worth it.  That area is so beautiful and we all agreed we would like to spend more time there. 

We had beautiful weather the first half of the trip.   However, upon arrival in Florence and Venice, the weather did not cooperate and we had rain and cooler temperatures.  We had not packed for that type of weather, so we were all a little chilly the last couple of days.  However, we did not let that dampen our enthusiasm or keep us from getting out and seeing things.  I will definitely pack better in the future.  

Overall, I was very pleased with our agent and the services our agents provided.  Everything went flawlessly and effortlessly for us thanks to our Italy travel agents. We would definitely use their services again if/when we go back to Italy.  

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Italy Anniversary Vacation Review: Rome, Venice, Florence, Tuscany, Sorrento, Amalfi Coast, Pompeii, Uffizi Gallery, Vatican Tour

We did a 12 day trip that included Venice, Florence, Tuscany, Rome, Pompeii and the Amalfi Coast. It was a 30th anniversary trip for us. My brother and sister-in-law also travelled with us. It was our first trip to Italy and we wanted to make sure that we could enjoy our vacation without worrying about logistics, transportation, etc. And having never been in Italy, we needed guidance and recommendations for the right accommodations. Our travel agency met or exceeded all of our expectations. Our agents paid close attention to our wishes and carefully planned out the perfect itinerary. They did so while also honoring our budget. They put us in great hotels in the hearts of Venice, Rome and Florence. And we had spectacular views from our hotels in Tuscany and Sorrento. Great drivers and guides were arranged at every stop. In addition to private tours of traditional sites (Vatican, Coliseum, Uffizzi Gallery, St. Mark's Basilica, Pompeii), Our agents also arranged a one of kind wine-tasting and lunch at a small Tuscan farm and a special cooking class at a Michelin starred restaurant. Even with all of the activities, we still had plenty of free time to wander on our own or simply relax. Plus, our agents were always available by phone or e-mail both before and during the trip if we had any questions. They are incredibly responsive. And all of this cost about the same as a high quality group tour. We felt like we got the perfect 30th anniversary trip and that it was an excellent value. I highly recommend this company.

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Italy Tour Review: Venice, Sienna, San Gimignano, Rome, Revello, Amalfi, Pizza Making Class, Winery
TRIP OF A LIFETIME!!! We have wanted to travel to Italy for a long time and have encountered many different tour groups/agencies. We were going back and forth for a while trying to figure out what our *must sees* were, how much time we should spend in one place, and Transportation (do we want to drive by in a bus and just wave at the sights or actually be able to get out and learn/experience Italy with just our small group). When talking on zoom with the travel agent (many many and did I say many times) she was able to provide so much knowledge and listened to what we wanted to do. We were able to go over the itinerary and change things with them over zoom. It was nice to have the agency based out of Italy because they would know best (where to stay, what to visit, where to eat). They created a group chat before we left for our trip and we were able to contact them along our journey with any questions we had. The whole team (including the tour guides and drivers) were amazing and we are so thankful for all the work they put in to make our trip amazing! We were provided first-class treatment every day,  our transfers, tour guides, and accommodations were truly amazing!! As for the trip, we had two weeks to travel around Italy, starting in Venice, Florence, Rome, and the Amalfi coast. From Florence we were able to take a couple of day trips to some really cool and historic towns, We visited Sienna and San Gimignano and we also visited a boutique winery in the Chianti region. In Rome, we visited the Vatican with our private tour guide, We also went to the colosseum the next day with her. She timed it so nicely that we were the first ones in the colosseum and it was absolutely breathtaking. Later on, in Rome, we had a pizza-making class with a small group of people which was a really fun experience. Lastly, we headed to the Amalfi coast making stops in Sorrento, Positano, Revello, and of course Amalfi. Absolutely stunning! And the view from our hotel room was even better, looking right over the Amalfi coast. Truly Beautiful! 

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews