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 6189 verified traveler reviews.

Italy Tour Review: 12 Days

It was the trip of a lifetime! Zicasso’s travel agent was absolutely incredible and took care of every detail. He went above and beyond in many ways, and didn't think twice about it. In the middle of the trip, we asked to switch our final destination. He didn't hesitate and had everything taken care of within two hours. I will definitely refer this travel company to anyone planning a trip to Italy.

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Italy Tour Review: Sorrento, Venice, Colosseum, Blue Grotto, Gondola Ride, 2 Weeks

Zicasso’s travel agent developed our itinerary to our specifications. She reached out right away and called if a follow-up was needed or to clarify something. Our trip went off without any problems. The itinerary was very clear, as was the timeline, trip summary, and tickets. If I had a question, she always responded.

We had one slight issue, which was quickly resolved and worked itself out. I communicated often with her throughout the trip and I always received a pleasant response. Our trip was designed to our needs. Our accommodations were wonderful! I would definitely recommend this travel company!

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France, Italy, China, Japan Trip Review: Paris, Rome, Hong Kong, Tokyo, Glass Blowing, Cultural Experiences, 16 Days

Zicasso’s travel company did such a great job putting the trip together. I was charged for an extra night at our hotel in Paris, but they are refunding that and the Cairo portion of the trip we had to cancel.

Our Paris tour guide was great and I’d recommend her to anyone. Our Rome tour guides were very good. Hong Kong was fine. Our Tokyo guide was wonderful.

Really, the only hiccup on the trip was our hotel in Hong Kong. The company that picked us up dropped us at one hotel, not the correct one. Thankfully, a couple of their bellhops walked us and all our luggage several blocks to the correct hotel. Our tour guide the next day also went to the wrong hotel, but we only lost about 45 minutes before we figured out the issue. If you use that hotel again, please make sure folks know which hotel is which.

The "Fast and Furious" car experience was OK; however, my grandson was so tired he slept through most of it. The chopstick-making was fun, as was the glass-blowing experience.

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Italy Trip Review: Tuscany, Florence, Lucca, Cinque Terre, Chianti, Cooking Class, Biking, Hiking, Local Cuisine, 1 Week

Zicasso’s travel agent was accommodating and helpful for our trip to Tuscany. Since there were so many of us, people had different needs. She was able to accommodate our differences and work out plans the best she could. We enjoyed all of the selections that she gave us, especially the dinner in the Chianti vineyard. Everyone loved that. We definitely recommend this travel company!

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Italy Trip Review: 11 Days

It was a spectacular trip, tailored to our preferences and executed perfectly by Zicasso's travel company!

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Italy Honeymoon Review: Rome, Florence, Tuscany, Venice, Wineries, History, 12-Day Trip

Our honeymoon trip to Italy, planned by Zicasso’s travel company, was the perfect trip in every way. From the time we landed in Rome and were greeted by our driver to the time we left Venice 12 days later, every detail was taken care of. The guides, tours, accommodations, restaurant recommendations, and travel transfers were expertly executed, so we didn't have to worry about anything except having the time of our lives!

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