
Italy Trip Planner
Whether you are searching for the most delicious fare, the finest art, or the grandest cities, Italy is full of experiences that will revitalize your senses. Zicasso’s Italian Trip Planner possesses a wide variety of authentic, Italian experiences, and our custom itineraries cultivate the opportunity for travelers of all ages and interests to find an Italian experience that is best suited for them. Inspiration starts here.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

14 Day Trip IdeaFrom $6,200
Iconic Italy: Fast-Paced Exploration from Venice to Sicily

12 Day Trip IdeaFrom $11,700
Best of Italy Vacation in 12 Days

8 Day Trip IdeaFrom $3,600
Soulful Italy: Umbria, The Marches, and Abruzzo Tour

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

12 Day Trip IdeaFrom $5,400
Honeymoon Highlights: Rome, Florence, Venice Tour
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.

12 Day Trip IdeaFrom $5,400
Family Trip to Italy: Nature, Ancient Temples, and Cuisine

7 Day Trip IdeaFrom $3,200
One Week in the Tuscan Countryside Tour

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

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

10 Day Trip IdeaFrom $4,500
Flavors of the Vine & Countryside: Exploring Italy’s Slow Food Movement Tour
More Trip Planners Near Italy
Reviews of Zicasso's Italy Trip Planner
Based on 769 verified traveler reviews.
Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.
Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.
Our tour guides and drivers were excellent.
My only regret is that we only had 10 days to explore Sicily as there was so much more to see!
Our agent did a yeoman's job helping us plan this trip.
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We had the best time during our wonder trip to Italy. We explored Venice, Tuscany, Rome, and the Amalfi Coast. Zicasso's travel agency arranged the most beautiful hotels, with exceptional service, and fun and exciting tours in each location.
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Zicasso's trip planner booked us the most amazing mother-daughter trip. We traveled to Rome, Florence, and the Amalfi Coast, and every piece was perfectly timed and planned. Each experience that was planned was with great guides and chefs, making every day fun and engaging. I highly recommend her and her team!
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Our trip to Italy was amazing! The tours that were organized for us were all excellent and engaging.
The Vespa sidecar tour was an incredible way to kickstart the trip and our two teenage boys really enjoyed it. Our walking tours of the Vatican museums and the Colosseum and Roman Forum tours with our guide were excellent. We loved her. She was fantastic. Our tour of the crypts and catacombs was very interesting and the guide was very good.
The hotels were very nice and accommodating, especially in Rome and Venice. The car rental in Rome was good and the car was the perfect size for what we needed. It was just big enough to fit our luggage.
The hotel in Orvieto was a bit spartan and had plumbing issues. Our tour guide in Orvieto was also great. The hotel in Siena was very nice. Our tour guide in Siena was very nice, but we had some difficulty hearing her. She did explain things nicely and took us to some interesting locations around the city, but not being able to hear her was a little challenging. The e-bike tour in Montepulciano was incredible. The scenic landscapes and the visit to Pienza was a nice surprise.
Returning the car in Florence was very difficult and our only suggestion is that on the travel documents, the return address be included on the page of the event. We did not think to look back at the rental agreement. Driving in Florence is very difficult and can be overwhelming for some people.
The train station was organized and it was easy to locate the train. The train ride itself was very easy and fast.
Venice was outstanding. Our hotel was beautiful and comfortable, and the breakfast was incredible. Due to the difficulty we had in returning the car in Florence, our travel company was kind enough to buy us dinner at an wonderful restaurant in Venice, which was one of the highlights of the trip.
Our family had a wonderful experience and the trip was so well planned and organized. I will be using our travel company for future trips and, on behalf of my family, I would like to thank you for the time of our lives!
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The Zicasso travel team did an outstanding job in organizing our trip to Italy, including stays in Rome, Venice, Florence, the Amalfi Coast, and Lake Como. The hotels, private car and boat tours, and guides were excellent. Everything went very smoothly and was first rate. Everyone was on time, polite, and knowledgeable. It was a pleasure working with the team to finalize the itinerary and the trip was all-encompassing. Definitely five stars!
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We had the good fortune to be introduced to Zicasso's travel consultant in 2024. She planned for us a perfect trip through Amalfi and Sicily. We were so impressed with her professionalism, attention to detail, and communication that we did not hesitate to seek her out for Naples and Apulia in June 2025. Her guides (who were always special) and drivers are dedicated to her.
Last year, I recall saying you should stay away from Google, tell her your vision, and let her do the rest. She will present every option. We did want to fine-tune a few small preferences this time, but overall, I would give the same advice. We find her to be exceptional and have told her so.
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