
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 6212 verified traveler reviews.
It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.
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Everything went perfectly. We had such a good time. All our tour guides were expert historians. All the car pick-ups and trains went smoothly. We added a last-minute tour in another city and Zicasso's travel specialists were so accommodating. I highly recommend them.
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My wife and I recently returned from our first trip to Italy and want to highly recommend Zicasso's travel specialist and her company for creating the perfect vacation for us. It was a two-month process of back and forth, but no matter what we asked of her, she delivered several options.
We had a perfect mix of historical Florence and its museums, and wonderful restaurants, and the Tuscany and Umbria countryside experience. And on our first day, when our flight into Florence got diverted to Milan, we had the peace of mind that our travel specialist was there to help with her much appreciated support.
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Working with Zicasso’s travel specialist and the team was easy and wonderful. Our group enjoyed all of our excursions and tours. The drivers and guides were all wonderful, kind, and informative. Our arrangements for staying were clean, accessible, in great locations, and with incredibly friendly staff. The daily reminders were perfect and the few times we had questions, the response was timely and helpful.
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From start to finish, this was an amazing trip! All the accommodations were excellent, the tour guides were knowledgeable and engaging, our drivers were friendly and helpful, and the experiences (walking food tours, cooking class, wine tastings) were just what we wanted! We are extremely happy with the help we received from Zicasso's travel specialists, all the arrangements that were made, the communication throughout our stay—the entire trip!
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We loved our itinerary! We gave the locations we wanted to visit to Zicasso’s tour operator and they fit everything in. They were with us every step of the way and listened to feedback about any adjustments, and stayed within budget.
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