
Italy & Greece Trip Planner
The draw of the Mediterranean is palpable, from the ancient mythology and intriguing culture to delectable cuisine and enchanting landscapes. With the Italy and Greece trip planner from Zicasso, you can have your dream vacation brought to life by local specialists. When you submit a trip request, your fantasy will be encapsulated with the aid of an expert.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

15 Day Trip IdeaFrom $6,000
Highlights of Greece and Italy Tour

14 Day Trip IdeaFrom $13,700
Romantic Getaway to Italy & Greece

16 Day Trip IdeaFrom $6,400
Tale of Two Empires: Italy & Greece Historical Tour

12 Day Trip IdeaFrom $4,100
From Eros to Cupid: A Romantic Tour of Greece and Italy

22 Day Trip IdeaFrom $9,400
Adventure and Romance Tour of Italy & Greece

14 Day Trip IdeaFrom $5,600
Gems of the Mediterranean: 14-Day Italy and Greece 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.
Reviews of Zicasso's Italy & Greece Trip Planner
Based on 1939 verified traveler reviews.
Hi! Zicasso's travel planner organized everything perfectly. He was very helpful and patient as we planned the itinerary with him. He had great suggestions and the trip could not have gone better. Zicasso checked in with us daily and sent reminders, etc. We felt very taken care of. Any questions during the trip were answered very promptly.
All of the excursions were wonderful. Our guide and the boat around Capri was our favorite. He was a wonderful guide. The cooking class in Sorrento was the best, with wonderful hosts. We had a blast. The guides for Pompeii, the Vatican, and the Colosseum were super.
All of the hotels were perfect regarding location, amenities, staff, food, and rooms. We were upgraded twice.
We would highly recommend Zicasso to our friends (already have). We couldn‘t have asked for a more professional group.
Thanks for making my dreams come true.
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Zicasso’s travel specialist was a fantastic travel advisor. This tour operator helped us plan our perfect Italian vacation by listening to our desires, from wanting boutique hotels with a view to private tours. They secured transportation from Sorrento to Florence to Rome.
Our driver to the winery was exceptional. He went above and beyond to find a quaint restaurant that served my favorite meal: white-truffle pasta. We also had an amazing guide in Pompeii. He was very informative and even surprised us with his beautiful singing voice in the amphitheater inside Pompeii. This trip was magical. We could not have asked for a better organized, non-stress trip.
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We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.
Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.
There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.
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Zicasso’s travel company was awesome. Our agent did a great job planning our trip experiences. The execution of all the private drivers and excursions was perfect. The trip planner tool was great to use, as we referenced it every day. The hotels, in-region airlines, and ferry reservations and tickets were all perfectly planned and delivered. Our many scheduled drivers were all on time and courteous. Our drivers were great drivers and scholars. They provided awesome restaurant and pub recommendations.
We absolutely loved Santorini and the two excursions on that island. Both definitely exceeded our expectations. Our only excursion not rated five stars was the Jeep tour on Mykonos. Four of us were crammed into a closed, small Jeep and driven around the island with only a few stops. We were not taken to a top spot we heard about, which was the windmills and little Venice. We rate that excursion zero stars for those reasons.
All four trip participants agreed this was one of their best-ever vacations. We highly recommend this travel company for a great Greek vacation!
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Zicasso's travel planner and her company gave me one of the most phenomenal vacations I have ever had. This trip can be labelled as the trip of a lifetime. She had every detail completed.
Our flights, our transfers, and our ferry tickets were waiting for us at the hotel front desk on every island. We had incredible tours set up, with the most incredible tour guides. We laughed, drank, ate, and celebrated in the most decadent locations in Naxos, Santorini, Crete, and Athens.
We encountered only one hiccup and she was on it within minutes of receiving my email. She stood by her word and solved my issue with professionalism and expedited the correction. I cannot emphasize enough how awesome she is. I cannot wait to plan my trip for next year. I highly recommend her and her company. Thank you for the lifelong memories!!!! You're the best!!
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