Isola Bella in the middle of Lake Maggiore, Italy.
30,000+ Verified Traveler Reviews

Italy Vacation Ideas: 14 Amazing Italy Itinerary Packages

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.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Positano, Italy

10 Day Trip IdeaFrom $4,500

Italy Family Vacation: Coastline, History, and Food

Sorrento, Pompeii, Positano, Rome, Florence +2 more
Civita di Bagnoregio is one of the most unusual sights in Italy.

12 Day Trip IdeaFrom $5,400

Immersive Italy Vacation: North to South

Milan, Venice, Florence, Bologna, Rome +4 more
Medieval city of Matera in Southern Italy during a sunset

12 Day Trip IdeaFrom $11,700

Exclusive Southern Italy Vacation: Sorrento, Matera, Ostuni

Sorrento, Capri, Herculaneum, Paestum, Matera +7 more
Mountain side village of Castelmezzano in the Potenza Province of Southern Italy

10 Day Trip IdeaFrom $4,500

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

Naples, Sorrento, Palermo (City), Matera, Cosenza +1 more
Aragon Castle on Ischia Island.

9 Day Trip IdeaFrom $6,600

Gems of the Mediterranean Italy Vacation

Capri, Ischia, Ponza, Ventonete, Rome
Couple taking sunset gondola ride on the Grand Canal in Venice, Italy

7 Day Trip IdeaFrom $3,200

Romantic Italy Getaway: Art, Food, Gondolas & More

Florence, Pisa, Lucca, Vernazza, Riomaggiore +3 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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Explore the ancient Roman city of Pompeii, near Naples

7 Day Trip IdeaFrom $3,200

A Serene Senior’s Tour of Southern Italy and Sicily

Palermo (City), Taormina, Sorrento, Naples, Matera
Explore the streets of Renaissance Florence, Palazzo Vecchio.

13 Day Trip IdeaFrom $5,900

Highlights of Italy Tour: Venice to Sorrento

Venice,  Florence,  Siena,  Chianti,  Pisa +7 more
Statues of saints on top of St. Peter's Basilica in Rome, Italy

10 Day Trip IdeaFrom $4,500

Best of Italy Tour: Rome, Florence, Tuscany, Venice

Rome, Florence, Sorano, Montalcino, Siena +5 more
Italy Tour for Food Lovers

12 Day Trip IdeaFrom $5,400

Italy Tour for Food Lovers

Venice, Florence, Rome, Tuscany, Sorrento
Frediano castle in Florence, Italy

11 Day Trip IdeaFrom $5,000

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

Rome,  Naples,  Pompeii,  Assisi, Deruta +4 more
St. Francis of Assis Basilica in Umbria, Italy

17 Day Trip IdeaFrom $7,000

Perfect Italy Vacation for Senior Travelers

Milan, Bellagio, Santa Maria delle Grazie, Pinacoteca de Brera, Venice +9 more

4.9

Reviews of Zicasso's Italy Vacation Ideas: 14 Amazing Italy Itinerary Packages

Based on 6139 verified traveler reviews.

Italy, Switzerland Travel Review: Livigno, St Moritz, Winter Olympics, 11 Nights

First time to the Olympics and an add-on to Switzerland! Zicasso’s travel specialist was great at listening to our needs and putting together an itinerary.

Our trip to Livigno was fantastic! The location to the two Olympic venues was ideal.

All of the details were covered and when we had a change in one of our day tours due to potential avalanches, the team at the travel company was extremely responsive and was able to adjust.

All of our transportation was well organized and on time. We also had to pivot when our flights home to the US were changed due to weather and the team quickly helped with adjustments to our schedule.

We loved the train from Italy to Switzerland.

We highly recommend this travel specialist and the travel company!

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Italy Vacation Review: Vatican City, Colosseum, Florence, 1 Week

We had great hotel and tour picks.

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Italy, Switzerland Travel Review: Livigno, Milan, St Moritz, Pasta Cooking Class, 'The Last Supper', 14 Days

Our experience with Zicasso’s travel company was simply outstanding! Our travel specialists provided top-notch service, from the initial planning to the entirety of the trip.

They were able to secure housing for us in Livigno during the Olympics when no one else was able to do so. Responsiveness to our inquiries during the planning process was always prompt and thorough. Communication regarding the next day's agenda throughout the trip was excellent, including the contact information for our drivers and tour guides, tickets for events, and links to Google Maps, with directions, when needed. If we could give them more than five stars, we would!

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Italy Trip Review: Pisa, Accademia Gallery, 5 Days

We had a great trip. It was logistically perfect. The hotels were great and the guides were exceptional.

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Italy Travel Review: Sorrento, Taormina, Rome, Pompeii, Mount Etna, Wine Tasting, 2 Weeks

We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.

For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.

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England, Italy Vacation Review: London, Rome, 3 Weeks

In all respects, a well-planned and well-executed trip to London and Rome. The guides were exceptional in knowledge, kindness, and sense of humor. The best restaurant recommendation was the one in London.

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