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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    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 6045 verified traveler reviews.

Italy Travel Review: Sorrento, Taormina, Rome, Pompeii, Mount Etna, Wine Tasting, 2 Weeks

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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England, Italy Vacation Review: London, Rome, 3 Weeks

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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Italy Travel Review: 2 Weeks

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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Italy Travel Review: Lake Como, Cinque Terre, Florence, Rome, Boat Ride, Hiking, Cooking Class, 10 Days

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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Italy Tour Review: Vatican, Cooking Class, 1 Week

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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Italy Tour Review: Family Heritage, 8 Nights

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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