
Italy Wine Tours & Vacation Packages
Nothing is more quintessentially Italian than elegant wines enjoyed in the rolling hills of Tuscany or along the stunning cliffs of Sicily. Encounter these iconic destinations and the many marvelous wine-producing regions in between with Zicasso’s customizable Italy wine tours and discover the cultural depth and pride that is carried in each delectable varietal.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

8 Day Trip IdeaFrom $3,600
Veneto Region Wine Tour: Indulging in Tradition

11 Day Trip IdeaFrom $10,800
11-Day Luxury Wine Tour of Tuscany

9 Day Trip IdeaFrom $4,100
An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour

10 Day Trip IdeaFrom $4,500
Finest Wines of Tuscany & Central Italy Tour

7 Day Trip IdeaFrom $3,200
Culinary Delights of Umbria: Wine, Food, and More
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.

9 Day Trip IdeaFrom $4,100
Highlights of Sicily Wine Tour

9 Day Trip IdeaFrom $4,100
Sicily Wine Tour: History & Culture Exploration

8 Day Trip IdeaFrom $3,600
Indulgent Food and Wine Tour of Tuscany and Cinque Terre
Reviews of Zicasso's Italy Wine Tours & Vacation Packages
Based on 6057 verified traveler reviews.
First time to the Olympics and an add-on to Switzerland! Zicasso’s travel specialist was great at listening to our needs and putting together an itinerary.
Our trip to Livigno was fantastic! The location to the two Olympic venues was ideal.
All of the details were covered and when we had a change in one of our day tours due to potential avalanches, the team at the travel company was extremely responsive and was able to adjust.
All of our transportation was well organized and on time. We also had to pivot when our flights home to the US were changed due to weather and the team quickly helped with adjustments to our schedule.
We loved the train from Italy to Switzerland.
We highly recommend this travel specialist and the travel company!
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We had great hotel and tour picks.
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Our experience with Zicasso’s travel company was simply outstanding! Our travel specialists provided top-notch service, from the initial planning to the entirety of the trip.
They were able to secure housing for us in Livigno during the Olympics when no one else was able to do so. Responsiveness to our inquiries during the planning process was always prompt and thorough. Communication regarding the next day's agenda throughout the trip was excellent, including the contact information for our drivers and tour guides, tickets for events, and links to Google Maps, with directions, when needed. If we could give them more than five stars, we would!
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We had a great trip. It was logistically perfect. The hotels were great and the guides were exceptional.
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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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