
Our 20 Best Italy Itineraries & Vacation Packages
The cradle of European civilization, Italy is a region that has conquered imaginations since the Ancient Roman Empire and one that has prospered under the Roman Catholic Church. Birthplace of the Renaissance, home to the highest number of UNESCO World Heritage Sites in the world, and a haven for food lovers who treasure the freshest seasonal produce coupled with a fine wine, it comes as no surprise that Italy has many travelers returning for a second and even a third visit.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

10 Day Trip IdeaFrom $4,500
First-Time Traveler’s Tour of Italy: Venice, Florence, Rome

12 Day Trip IdeaFrom $11,600
Italian Adventure to Rome, Amalfi Coast and Sicily

8 Day Trip IdeaFrom $3,300
Joys of Rome and Southern Italy Itinerary for Seniors

21 Day Trip IdeaFrom $20,500
Fully Immersive Tour of Italy: Highlights and Hidden Gems

17 Day Trip IdeaFrom $7,500
Splendors of Italy 17-Day Tour

8 Day Trip IdeaFrom $3,600
Exploring Cinque Terre Itinerary: From Levanto to Santa Margherita
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.

7 Day Trip IdeaFrom $3,200
7-Day Italian Culinary, Wine, and Gelato Making Tour

8 Day Trip IdeaFrom $3,600
Wine Connoisseur's Dream Tour of Tuscany

8 Day Trip IdeaFrom $3,600
Italy for Second Timers: Puglia and Amalfi Coast Itinerary

12 Day Trip IdeaFrom $11,700
Luxury Tour of Italy's Finest: Lake Como, Venice, Florence, Rome Itinerary

10 Day Trip IdeaFrom $4,500
Kid-Friendly Family Tour of Italy's Highlights
Reviews of Zicasso's Our 20 Best Italy Itineraries & Vacation Packages
Based on 6201 verified traveler reviews.
We had a wonderful honeymoon in Italy! It was easy to coordinate with Zicasso’s travel specialist; she heard what we were interested in doing and seeing, and she planned a seamless vacation. The travel from point to point was easy, we had knowledgeable drivers and guides as we visited new places, and the hotel and restaurant recommendations all led us to perfect spots we wouldn't have found on our own. We had a great time in Rome and Florence, and in the countryside in Tuscany, and would absolutely consider Zicasso again for future trips.
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The trip was excellent. Zicasso’s tour operator handled our special request and situation very well. They were very responsive and helpful.
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Zicasso's was a great company to work with for our trip to Italy. Everyone replied promptly to questions or concerns. We liked the suggested tours. Most of the guides were very engaging and easy to understand.
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The tour company did everything we agreed upon.
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Zicasso’s tour operator was superb! Their communication, understanding of our requests, and planning were excellent. They made our first trip to Italy unforgettable.
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Zicasso’s travel specialist did a wonderful job at listening to what we were looking for in our trip and the experiences we would like to incorporate. Her recommendations were spot-on! All of the tours, guides, cooking classes, and drivers were excellent. All details were taken care of and we had nothing to worry about but enjoying our vacation.
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