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 1082 reviews

Italy Travel Review: Venice, Florence, Tuscany, Cortona, Sorrento, Amalfi Coast, Capri, Pompeii, Rome, Vatican, Lagoon Boat Trip, Wine Tasting, Cooking Class, 2 Weeks

Our 16-day trip through Venice, Florence, Tuscany, Sorrento and the Amalfi Coast, and Rome was outstanding in every detail. Every transfer ran on time, every guide was knowledgeable and warm, and every hotel was a great choice.

Our favorites were the private lagoon boat trip in Venice, the Brunello wine and cheese tour, the pasta class at a Tuscan farm, Pompeii, the Capri cruise, and the Vatican tour. We couldn’t have asked for better planning or support. We highly recommend Zicasso's travel company.

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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 Vacation Review: Milan, Bologna, Florence, Venice, Codroipo, Prosecco Hills, Cooking Class, Ravioli, Wine Tasting, History, Culture, 12 Days

The cities we visited were wonderful. We really enjoyed the tours, especially the cooking class with our chef! I will be making homemade ravioli over the holidays.

The hotels were located close to the city centers. But the hotel in Bologna was very close to the university, with lots of graffiti and live music late into the night. The hotel, however, was quaint and very nice. The hotel staff was very friendly and accommodating.

The hotel in Florence was just weird. Our travel companions' room had no windows and was small. Ours was oddly laid out but much bigger. The desk person told us both rooms were the same when we first checked in. If we came back after 9 p.m., there was no hotel staff, and we had to use a code to walk through an apartment lobby.

The hotel in Venice was situated right in the middle of lots of restaurants and gelato! The hotel was by far the best one, with much nicer amenities and rooms. It had a bar and restaurant on-site. It was a good way to end our trip.

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Italy Vacation Review: Sorrento, Rome, Pompeii, Vatican, St. Peter's Basilica, Amalfi Coast, Capri, Boat Ride, 10 Days

We had the absolute best vacation and loved working with Zicasso’s travel specialist. The trip exceeded our expectations and everything was so easy on our end. Our drivers were fantastic and always on time.

Our guides for private tours of Pompeii and the Vatican Museums (including the Sistine Chapel and St. Peter's Basilica) were knowledgeable, friendly, spoke excellent English, and we never had to wait in extended queues.

The hotels selected worked perfectly for our family, with wonderful locations in Sorrento and Rome.

Our travel specialist was always quick to reply to our questions and truly planned a vacation we will never forget. We will use this her again when we return!

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Italy Trip Review: Rome, Florence, Tuscany, Cinque Terre, Venice, Pizza-Making Class, 2 Weeks

We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.

The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.

The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.

One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.

Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.

While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!

Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.

Every experience felt personal, meaningful, and special.

This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!

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Italy Travel Review: Rome, Siena, Florence, Venice, Colosseum, Roman Forum, Vatican City, Sistine Chapel, St. Peter's Basilica, Wine Tasting, Uffizi, Doge's Palace, 16 Days

When we decided to plan a family trip to Italy, I did some research and found Zicasso. They were very highly rated, and we reached out to them. Zicasso’s travel agent responded very quickly. She was friendly, professional, and asked us questions to ensure she knew what we were looking for in our trip. The travel agent planned an exceptional family vacation for us with a customized itinerary that included traveling to Rome, Siena, Florence, and ending in Venice. She tailored our trip to include private transfers from the airport to the hotels, as well as traveling city to city.

Each hotel had an excellent location that allowed us to easily walk and explore. The hotels were beautiful, clean, and comfortable, each with impeccable service.

They set us up with private tour guides, who not only allowed us to skip the lines to major attractions, but also personalized the tour so we were able to spend time viewing the things that were important to us. The guides were friendly, informative and engaging.

Every aspect was meticulously curated and the travel company checked in with me via a messaging app daily to share the next day’s itinerary. They were always available if we had any questions or if any issue arose, which never did because of how well they planned everything. I reached out to them asking if they could please make a dinner reservation for me and they were quick to secure that for us.

I would highly recommend this travel company and will definitely use them again in the future.

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Customizable Itinerary

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

37,000+ Verified Traveler Reviews