14 Day Italy Itineraries & Vacation Packages
Explore Italy like you never thought possible. Revel in the country’s most iconic cities, monuments, and cuisines, while also getting the distinct opportunity to uncover hidden treasures from exploring quaint villages to private tastings at countryside wineries. Discover the beauty of Italy and its many enchantments with a personalized 14-day itinerary from Zicasso.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience
14 Day Trip IdeaFrom $6,300
Custom Cultural Italy Tour in 2 Weeks
14 Day Trip IdeaFrom $6,300
An Unforgettable Honeymoon in Italy
14 Day Trip IdeaFrom $5,700
Northern Italy to Sicily: Italy Tour for Second Timers
14 Day Trip IdeaFrom $6,300
Amazing 14-Day Italy Itinerary with Capri
14 Day Trip IdeaFrom $6,300
Italy Tour of the Most Beautiful Towns & Villages
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.
More 14 Day Vacations Near Italy
Reviews of Zicasso's 14 Day Italy Itineraries & Vacation Packages
Based on 6233 verified traveler reviews.
We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.
For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.
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In all respects, a well-planned and well-executed trip to London and Rome. The guides were exceptional in knowledge, kindness, and sense of humor. The best restaurant recommendation was the one in London.
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The trip was seamless. Zicasso's travel specialist was always available for any questions or concerns, and even came up with ideas that I would never have come up with.
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Amazing!! Everything from start to finish was simply amazing! The process, from the beginning with Zicasso to the end with Zicasso’s travel consultant, was flawless. She was in touch throughout the whole process. In preparation, she was very responsive and, once we were there, every little detail was thought through.
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Zicasso’s travel specialist put together a perfect trip for us. We were a large group, with large age and ability ranges—in addition to traveling over the holidays, so places being closed for the holidays was also a challenge. She made magic happen and, honestly, our trip could not have been more seamless.
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We received fantastic and speedy communication from Zicasso's travel specialist. It took time to gain an understanding of our group’s needs and goals for the trip. We had comfortable, high-end transportation and professional service.
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