Cathedral Santa Maria del Fiore in Florence, Italy
30,000+ Verified Traveler Reviews

Italy Trip Planner

Whether you are searching for the most delicious fare, the finest art, or the grandest cities, Italy is full of experiences that will revitalize your senses. Zicasso’s Italian Trip Planner possesses a wide variety of authentic, Italian experiences, and our custom itineraries cultivate the opportunity for travelers of all ages and interests to find an Italian experience that is best suited for them. Inspiration starts here.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Mount Etna in Sicily, Italy

14 Day Trip IdeaFrom $6,200

Iconic Italy: Fast-Paced Exploration from Venice to Sicily

Venice, Milan, Sorrento, Chianti, Amalfi Coast +4 more
Val d'Orcia in Tuscany, Italy

12 Day Trip IdeaFrom $11,700

Best of Italy Vacation in 12 Days

Venice, Lake Garda, Florence, Rome, Amalfi Coast +5 more
Gran Sasso e Monti della Laga National Park, Italy

8 Day Trip IdeaFrom $3,600

Soulful Italy: Umbria, The Marches, and Abruzzo Tour

Umbria, Ascoli, Marche, Abruzzo, Gran Sasso National Park +2 more
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
The Spanish Steps in Rome, Italy.

12 Day Trip IdeaFrom $5,400

Honeymoon Highlights: Rome, Florence, Venice Tour

Rome, Florence, Venice, Chianti, Pompeii +2 more
Wine tasting tour in Tuscany, Italy

9 Day Trip IdeaFrom $8,800

Luxury Italy Wine Tour of the Top Regions

Piedmont, Lombardy, Chianti

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  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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The ruins of Pompeii in Italy.

12 Day Trip IdeaFrom $5,400

Family Trip to Italy: Nature, Ancient Temples, and Cuisine

Rome, Agrigento, Taormina, Amalfi
Sun rising over Roman ruins in Italy

9 Day Trip IdeaFrom $4,600

Hidden Beauty Tour of Rome, Venice, and Florence

Rome, Venice, Florence
Photo courtesy of: Hotel Castello di Casole © Belmond.

7 Day Trip IdeaFrom $3,200

One Week in the Tuscan Countryside Tour

Rome, Tuscany, Montepulciano, Pienza, Montalcino +5 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
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
Cheese at the market is TuscanY, Italy

10 Day Trip IdeaFrom $4,500

Flavors of the Vine & Countryside: Exploring Italy’s Slow Food Movement Tour

Bologna, Florence, Montalcino, Santo Stefano Bilbo

4.9

Reviews of Zicasso's Italy Trip Planner

Based on 5950 verified traveler reviews.

Italy, Switzerland Travel Review: Livigno, St Moritz, Winter Olympics, 11 Nights

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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Italy Vacation Review: Vatican City, Colosseum, Florence, 1 Week

We had great hotel and tour picks.

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Italy, Switzerland Travel Review: Livigno, Milan, St Moritz, Pasta Cooking Class, 'The Last Supper', 14 Days

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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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: 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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