Umbrian Hills in the Midday Sun, Italy

Italy Family Vacation for First Timers

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Italy

Places Visited

Rome, Florence, Umbrian Countryside, Perugia...

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Suggested Duration

9 Days

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...

Customizable Itinerary

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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.

Reviews of Zicasso's Referral Service

4.9 stars based on 5894 reviews.

Italy, Greece Travel Review: Como, Bellagio, Wine Tour,...

The overall trip was great. The weather was terrific and the countries we visited had so much to see. Zicasso's tour company did a good job of balancing relaxation with fun. Each of the guides we had was so pleasant and shared so much information with us. They were very attentive to our needs.

Reviewed By Nisha V.

Italy Vacation Review: Florence, Rome, Truffle Hunt, Cooking...

Wow, where to begin. This trip was an absolute dream.

When I first spoke to Zicasso’s travel consultant, I told her my main travel concern: traveling with nine- and 15-year-old boys as a single mom in Italy. I was excited to take the trip with them, but I really needed something that was meticulously planned to take away the nerves of having to navigate alone with two kids. She listened and executed the most beautiful trip.

She planned activities that captured the attention and imagination of a fourth grader and a teenager. And the experiences were unique. Probably the highlight of the trip was a truffle hunt with the hunter and his dog in the countryside outside of Florence. My oldest wants to move to Florence and start hunting! We had a personalized cooking class, a private Vespa tour of Rome, and a delicious and informative art and food tour, among other amazing experiences. As we were sending photos back home, I got so many requests for our itinerary because it was so special and unique. Both boys were hard-pressed to choose which part they liked best.

The hotels she selected were beautiful, comfortable, and right in the heart of the cities and attractions we wanted to see. When we encountered a small hiccup (by our hotel, not our travel agent), I contacted her and she responded right away, getting us a free room upgrade and free dinner! We felt very taken care of.

Aside from the amazing activities and locations we saw, the trip was fantastic because everything was so seamless. We always had a private driver arranged, pre-booked train tickets, and even someone to make sure we made it on time for our flight home. I never had to worry about a thing. It was also telling that every tour guide we interacted with had only glowing things to say about our travel agent and her keen attention to detail and organization.

If you're planning on visiting Italy, this travel company is the travel agency you need to select. It takes any of the stress and guesswork out of the travel process, and all you have to do is show up and enjoy.

Thank you so much! You helped us make some amazing memories!

Stephanie

Reviewed By Stephanie S.

Italy 25th Anniversary Travel Review: Positano, Sorrento,...

This was possibly the best vacation we have ever taken. A fitting trip to mark our 25th anniversary, we will remember our days in Positano and Sorrento forever. Everything was perfect and the service and support were extraordinary.

Zicasso's travel specialist and the other people were always super-helpful and friendly. The hotels they chose for us in particular were exactly what we wanted. I can’t think of a single issue. Transport, transfers, etc., were perfect. The only bad part was that we had to return to normal life afterwards! We highly recommend our travel company to anyone! Grazie mille!

Reviewed By Mauro A.

Italy Trip Review: Amalfi Coast, Herculaneum, Vatican, Capri,...

We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.

Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.

There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.

Reviewed By James T.

Italy Vacation Review: Positano, Boat Tour, History, 16-Day...

I want to give a huge shoutout to Zicasso's trip coordinator. She was our coordinator through WhatsApp. She was always available, provided quick solutions and documents whenever we needed them. Given a few airline delays, we needed to adapt our itinerary rapidly and she always came in clutch.The itinerary was put together very fast, as we approached this travel company six weeks before our desired travel dates. We had an amazing time and all the activities were tailored to our interests. We would highly recommend them for any Italy travel.

Reviewed By Brad B.

Italy Tour Review: 9 Nights

It was very good and lived up to our expectations.

Reviewed By Sarpreet B.

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