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 661 verified traveler reviews.

Italy Trip Review: Rome, Venice, Florence, the Amalfi Coast, Lake Como, 12 Nights

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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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.

Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.

Our tour guides and drivers were excellent.

My only regret is that we only had 10 days to explore Sicily as there was so much more to see!

Our agent did a yeoman's job helping us plan this trip.

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Italy Tour Review: Venice, Tuscany, Rome, Amalfi Coast, Capri, Cooking Class, Ferrari Experience, 2-Week Vacation

We had the best time during our wonder trip to Italy. We explored Venice, Tuscany, Rome, and the Amalfi Coast. Zicasso's travel agency arranged the most beautiful hotels, with exceptional service, and fun and exciting tours in each location.

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Italy Luxury Anniversary Tour Review: Sorrento, Tuscany, Cinque Terre, Venice, Gondola Ride, 3 Weeks
"Zicasso’s travel agency carefully and creatively designed our dream vacation to Italy and delivered an outstanding compilation of experiences."

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Italy Vacation Review: Rome, Venice, Florence, Amalfi Coast, Mola di Bari, Vatican, St. Mark's, History, Art, Beaches, 2 Weeks

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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Italy Honeymoon Review: Rome, Sorrento, Florence, Venice, Vineyard, Wine Experience, 11-Night Trip

Zicasso's tour company did a wonderful job of planning our dream honeymoon! Our travel agent took into consideration our wants and wishes, and created half- and full-day activities for us throughout the trip. We were able to visit four locations (Rome, Sorrento, Florence, and Venice) while in Italy. The trip was a perfect mix of relaxation and exploration. The tour company took away the stress of traveling and allowed us to enjoy the days without worries.

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