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 818 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 Family Trip Review: Venice, Florence, Rome, Naples, Pompeii, Ferrara, Paestum, Cheese Sampling, Wine Tasting, Local Cuisine, History, 14-Night Tour

Our trip was a family one, two grandparents over 70, two parents and one adult son, one teenage girl, and one younger girl, 12. Three of us had been to Italy while the others had not. We wanted as complete a trip as we could in 14 days, so we included all the traditional places, Venice, Florence, Rome, and Naples/Pompeii. We spent three days in each and one day in Ferrara. While it was a lot for 14 days, we did not feel rushed.

What I like about Zicasso is they give you options to pick the best fit for your trip—we worked with two other agencies before we picked Zicasso’s travel partner. This travel partner took the time to understand our needs: three hotel rooms, all different in sizes, and tours and timing. Very important was the degree of coordination before the trip with the travel agent; she was available and knowledgeable, and took the time to adjust our needs. One of the best things about this travel partner was they used a van for all the travel, except from Rome to Naples. This was a much better option than the train for seven people and baggage.

During the trip, we were met on time by every driver and every guide. The hotels were excellent and the whole trip went well. When we had a delay on the train, the driver knew it and adjusted our pick-up.

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Italy Trip Review: Rome, Florence, Tuscany, Amalfi Coast, Pope Francis’ Funeral, Wine, Cuisine, Culture, Museums, Relaxation, 10 Nights

Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!

We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.

Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us. 

Talk with our tour operator; you will be glad you did!

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Italy Trip Review: 12 Nights

We had a fantastic time! This was a family vacation meant to celebrate some wonderful milestones and it was the perfect way to do just that. Every detail of the trip, as planned, was spot on. The hotels, their locations, tours, restaurant and beach recommendations all suited us and our style well. Our only disappointment was having to leave. 'Til next time. We'll absolutely be in touch with Zicasso's travel specialist again.

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Italy Tour Review: Venice, Tuscany, Rome, Amalfi Coast, Capri, Cooking Class, Ferrari Experience, 2-Week Vacation

We had the best time during our wonder trip to Italy. We explored Venice, Tuscany, Rome, and the Amalfi Coast. Zicasso's travel agency arranged the most beautiful hotels, with exceptional service, and fun and exciting tours in each location.

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Customizable Itinerary

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

30,000+ Verified Traveler Reviews