Isola Bella in the middle of Lake Maggiore, Italy.
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Italy Vacation Ideas: 14 Amazing Italy Itinerary Packages

Ratings of Zicasso's Service
<p>It is hard to know where to start when planning a vacation. Zicasso’s Italy Vacation Ideas is here to provide you with the inspiration you need to create a personalized experience tailored to your interests. From wine tasting in Tuscany to trekking in the Dolomites and swimming in the Mediterranean, a grand trip awaits. Explore the endless opportunities with the sample itineraries below.</p>

It is hard to know where to start when planning a vacation. Zicasso’s Italy Vacation...

It is hard to know where to start when planning a vacation. Zicasso’s Italy Vacation Ideas is here to provide you with the inspiration you need to create a personalized experience tailored to your interests. From wine tasting in Tuscany to trekking in the Dolomites and swimming in the Mediterranean, a grand trip awaits. Explore the endless opportunities with the sample itineraries below.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Positano, Italy

Italy Family Vacation: Coastline, History, and Food

Places Visited: Sorrento, Pompeii +5 more
Places Visited: Sorrento, Pompeii, Positano, Rome, Florence +2 more

10 Day Custom Tour

From $4,500

Civita di Bagnoregio is one of the most unusual sights in Italy.

Immersive Italy Vacation: North to South

Places Visited: Milan, Venice +7 more
Places Visited: Milan, Venice, Florence, Bologna, Rome +4 more

12 Day Custom Tour

From $5,400

Medieval city of Matera in Southern Italy during a sunset

Exclusive Southern Italy Vacation: Sorrento, Matera, Ostuni

Places Visited: Sorrento, Capri +10 more
Places Visited: Sorrento, Capri, Herculaneum, Paestum, Matera +7 more

12 Day Custom Tour

From $11,700

Mountain side village of Castelmezzano in the Potenza Province of Southern Italy

10 Days Off the Beaten Path Tour of Southern Italy and Sicily

Places Visited: Naples, Sorrento +4 more
Places Visited: Naples, Sorrento, Palermo (City), Matera, Cosenza +1 more

10 Day Custom Tour

From $4,500

Aragon Castle on Ischia Island.

Gems of the Mediterranean Italy Vacation

Places Visited: Capri, Ischia +3 more
Places Visited: Capri, Ischia, Ponza, Ventonete, Rome 

9 Day Custom Tour

From $6,600

Couple taking sunset gondola ride on the Grand Canal in Venice, Italy

Romantic Italy Getaway: Art, Food, Gondolas & More

Places Visited: Florence, Pisa +6 more
Places Visited: Florence, Pisa, Lucca, Vernazza, Riomaggiore +3 more

7 Day Custom Tour

From $3,200

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Explore the ancient Roman city of Pompeii, near Naples

A Serene Senior’s Tour of Southern Italy and Sicily

Places Visited: Palermo (City), Taormina +3 more
Places Visited: Palermo (City), Taormina, Sorrento, Naples, Matera 

7 Day Custom Tour

From $3,200

Explore the streets of Renaissance Florence, Palazzo Vecchio.

Highlights of Italy Tour: Venice to Sorrento

Places Visited: Venice,  Florence +10 more
Places Visited: Venice,  Florence,  Siena,  Chianti,  Pisa +7 more

13 Day Custom Tour

From $5,900

Statues of saints on top of St. Peter's Basilica in Rome, Italy

10-Day Italy: Rome, Florence and Venice

Places Visited: Rome, Florence +8 more
Places Visited: Rome, Florence, Sorano, Montalcino, Siena +5 more

10 Day Custom Tour

From $4,500

Italy Tour for Food Lovers

Italy Tour for Food Lovers

Places Visited: Venice, Florence +3 more
Places Visited: Venice, Florence, Rome, Tuscany, Sorrento 

12 Day Custom Tour

From $5,400

Frediano castle in Florence, Italy

Essence of Italy Tour: Cities, Ruins, Canals, History & Beauty

Places Visited: Rome,  Naples +7 more
Places Visited: Rome,  Naples,  Pompeii,  Assisi, Deruta +4 more

11 Day Custom Tour

From $5,000

St. Francis of Assis Basilica in Umbria, Italy

Perfect Italy Vacation for Senior Travelers

Places Visited: Milan, Bellagio +12 more
Places Visited: Milan, Bellagio, Santa Maria delle Grazie, Pinacoteca de Brera, Venice +9 more

17 Day Custom Tour

From $7,000

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Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Travel Agents with the Best Italy Vacation Ideas

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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.