29,000+ 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 6201 verified traveler reviews.

Melanie E.
Italy Honeymoon Review: Rome, Florence, Tuscany, Pompeii, Vespa Tour, Food Tour, Wine Tasting, 12 Days

We had a wonderful honeymoon in Italy! It was easy to coordinate with Zicasso’s travel specialist; she heard what we were interested in doing and seeing, and she planned a seamless vacation. The travel from point to point was easy, we had knowledgeable drivers and guides as we visited new places, and the hotel and restaurant recommendations all led us to perfect spots we wouldn't have found on our own. We had a great time in Rome and Florence, and in the countryside in Tuscany, and would absolutely consider Zicasso again for future trips.

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Dirk S.
Italy Travel Review: 2 Weeks

The trip was excellent. Zicasso’s tour operator handled our special request and situation very well. They were very responsive and helpful.

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Laurie H.
Italy Trip Review: Naples, Lecce, Ischia, Mount Etna, Trulli Homes, 3 Weeks

Zicasso's was a great company to work with for our trip to Italy. Everyone replied promptly to questions or concerns. We liked the suggested tours. Most of the guides were very engaging and easy to understand.

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Joseph G.
Italy Travel Review: Florence, Cooking Class, 1 Week

The tour company did everything we agreed upon.

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Teresa V.
Italy Travel Review: Florence, Chianti, Private Guide, 5 Nights

Zicasso’s tour operator was superb! Their communication, understanding of our requests, and planning were excellent. They made our first trip to Italy unforgettable.

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Paula Z.
Italy Travel Review: Palermo, Agrigento, Sorrento, Amalfi Coast, Opera, Winery, Cooking Class, 10-Day Trip

Zicasso’s travel specialist did a wonderful job at listening to what we were looking for in our trip and the experiences we would like to incorporate. Her recommendations were spot-on! All of the tours, guides, cooking classes, and drivers were excellent. All details were taken care of and we had nothing to worry about but enjoying our vacation.

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