30,000+ Verified Traveler Reviews

Our 20 Best Italy Itineraries & Vacation Packages

The cradle of European civilization, Italy is a region that has conquered imaginations since the Ancient Roman Empire and one that has prospered under the Roman Catholic Church. Birthplace of the Renaissance, home to the highest number of UNESCO World Heritage Sites in the world, and a haven for food lovers who treasure the freshest seasonal produce coupled with a fine wine, it comes as no surprise that Italy has many travelers returning for a second and even a third visit.

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Let these itineraries inspire your personalized travel experience

Walk through the historic city of Bologna to see one of the oldest universities in Europe

10 Day Trip IdeaFrom $4,500

First-Time Traveler’s Tour of Italy: Venice, Florence, Rome

Rome, Bologna, Siena, Florence, Venice
The coast of Sorrento in Italy

12 Day Trip IdeaFrom $11,600

Italian Adventure to Rome, Amalfi Coast and Sicily

Rome, Sorrento, Capri, Amalfi, Positano +4 more
Colosseum in Rome, Italy

8 Day Trip IdeaFrom $3,300

Joys of Rome and Southern Italy Itinerary for Seniors

Rome, Pompeii, Naples, Amalfi, Capri +2 more
Riomaggiore, Cinque Terre, Italy.

21 Day Trip IdeaFrom $20,500

Fully Immersive Tour of Italy: Highlights and Hidden Gems

Venice, Bologna, Cinque Terre, Siena, Sorrento +2 more
Lake Como, Italy

17 Day Trip IdeaFrom $7,500

Splendors of Italy 17-Day Tour

Venice, Lake Como, Milan, Portovenere, Florence +1 more
Terraced vineyards above Manarola in the Cinque Terre, Italy

8 Day Trip IdeaFrom $3,600

Exploring Cinque Terre Itinerary: From Levanto to Santa Margherita

Levanto, Val di Vara, Santa Margherita, Cinque Terre

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  1. 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. 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. 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.

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Medival Castello di Roccascalegna on a hill surrounded by fields and vineyards in Roccascalegna, Province of Chieti, Abruzzo

7 Day Trip IdeaFrom $3,200

7-Day Italian Culinary, Wine, and Gelato Making Tour

Vasto, San Giovanni in Venere, Roccascalegna
Vineyards in Montepulciano, Italy

8 Day Trip IdeaFrom $3,600

Wine Connoisseur's Dream Tour of Tuscany

Florence, Siena, Montalcino, Montepulciano, Pitigliano +3 more
Ancient town of Matera in Italy

8 Day Trip IdeaFrom $3,600

Italy for Second Timers: Puglia and Amalfi Coast Itinerary

Bari, Savelletri di Fasano, Ravello, Amalfi, Positano +5 more
Municipal Library of Bologna in Italy

12 Day Trip IdeaFrom $11,700

Luxury Tour of Italy's Finest: Lake Como, Venice, Florence, Rome Itinerary

Lake Como, Venice, Florence, Siena, San Gimignano +2 more
Enjoy unique customs in the historic center of Rovinj, Croatia

8 Day Trip IdeaFrom $3,100

Jewels of the Adriatic Sea: Croatia and Italy Tour

Venice, Rovinj
Boys enjoying a delicious Italian pizza.

10 Day Trip IdeaFrom $4,500

Kid-Friendly Family Tour of Italy's Highlights

Rome, Florence, Pisa, orvieto, Lucca +6 more

4.9

Reviews of Zicasso's Our 20 Best Italy Itineraries & Vacation Packages

Based on 6099 verified traveler reviews.

Italy Tour Review: 12 Days

It was the trip of a lifetime! Zicasso’s travel agent was absolutely incredible and took care of every detail. He went above and beyond in many ways, and didn't think twice about it. In the middle of the trip, we asked to switch our final destination. He didn't hesitate and had everything taken care of within two hours. I will definitely refer this travel company to anyone planning a trip to Italy.

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Italy Tour Review: Sorrento, Venice, Colosseum, Blue Grotto, Gondola Ride, 2 Weeks

Zicasso’s travel agent developed our itinerary to our specifications. She reached out right away and called if a follow-up was needed or to clarify something. Our trip went off without any problems. The itinerary was very clear, as was the timeline, trip summary, and tickets. If I had a question, she always responded.

We had one slight issue, which was quickly resolved and worked itself out. I communicated often with her throughout the trip and I always received a pleasant response. Our trip was designed to our needs. Our accommodations were wonderful! I would definitely recommend this travel company!

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France, Italy, China, Japan Trip Review: Paris, Rome, Hong Kong, Tokyo, Glass Blowing, Cultural Experiences, 16 Days

Zicasso’s travel company did such a great job putting the trip together. I was charged for an extra night at our hotel in Paris, but they are refunding that and the Cairo portion of the trip we had to cancel.

Our Paris tour guide was great and I’d recommend her to anyone. Our Rome tour guides were very good. Hong Kong was fine. Our Tokyo guide was wonderful.

Really, the only hiccup on the trip was our hotel in Hong Kong. The company that picked us up dropped us at one hotel, not the correct one. Thankfully, a couple of their bellhops walked us and all our luggage several blocks to the correct hotel. Our tour guide the next day also went to the wrong hotel, but we only lost about 45 minutes before we figured out the issue. If you use that hotel again, please make sure folks know which hotel is which.

The "Fast and Furious" car experience was OK; however, my grandson was so tired he slept through most of it. The chopstick-making was fun, as was the glass-blowing experience.

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Italy Trip Review: Tuscany, Florence, Lucca, Cinque Terre, Chianti, Cooking Class, Biking, Hiking, Local Cuisine, 1 Week

Zicasso’s travel agent was accommodating and helpful for our trip to Tuscany. Since there were so many of us, people had different needs. She was able to accommodate our differences and work out plans the best she could. We enjoyed all of the selections that she gave us, especially the dinner in the Chianti vineyard. Everyone loved that. We definitely recommend this travel company!

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Italy Trip Review: 11 Days

It was a spectacular trip, tailored to our preferences and executed perfectly by Zicasso's travel company!

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Italy Honeymoon Review: Rome, Florence, Tuscany, Venice, Wineries, History, 12-Day Trip

Our honeymoon trip to Italy, planned by Zicasso’s travel company, was the perfect trip in every way. From the time we landed in Rome and were greeted by our driver to the time we left Venice 12 days later, every detail was taken care of. The guides, tours, accommodations, restaurant recommendations, and travel transfers were expertly executed, so we didn't have to worry about anything except having the time of our lives!

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