
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 618 verified traveler reviews.
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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 loved the hotels you selected. The drivers were prompt and the guides were good. We especially loved our guide in Florence. Monterosso al Mare was beautiful.
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The Zicasso team spent about an hour with us on the phone listening to what we wanted to see and do while we were in Italy. They came back with an itinerary that was absolutely perfect.
We went to Rome, Venice, Florence, the Amalfi Coast, and my parents home town, Mola di Bari. They planned all the hotels, tours, transportation, including air, rail, and private transport, to get us to and from everywhere. The hotels they selected were all top-notch and centrally located.
The team was available 24/7 to assist if we needed anything. They went so far to assist my daughters in sending Mother's Day chocolates and flowers to our room on Mother's Day. Everything was planned flawlessly!
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