Cathedral Santa Maria del Fiore in Florence, Italy
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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 6144 verified traveler reviews.

Troy T.
Italy Travel Review: 3 Weeks

Our time in Italy was fabulous. The drivers and the guides were top-notch. They were exceptionally knowledgeable and obviously ecstatic to share their knowledge with us. Our drivers were very friendly and helpful throughout. We could not have asked for a better trip than the one Zicasso provided through their travel partner. We are looking forward to the next time we can use your services and plan our next travel. Thank you for providing us with such an unforgettable trip.

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Sam F.
Italy Travel Review: Venice, Florence, Sorrento, Naples, Private Tour, Wine Tasting, Boat Ride, Cooking Class, 11 Nights

Wow, Zicasso's tour operator made our trip a dream! We were three friends celebrating a milestone birthday and it was our first time in Italy. We had no idea where to start in the planning process, but the tour operator guided us every step of the way and created the perfect itinerary.

Everything was thoughtfully arranged—boutique hotels, knowledgeable private drivers, and authentic local experiences. We visited Venice, Florence, Sorrento, and Naples, with memorable day trips, including a private tour of Pompeii (a must!), food tours, and wine tastings at a castle and at the foot of a volcano.

The itinerary was perfectly balanced, with one planned activity a day and time to explore on our own. You know the plan is perfect when you never have to reach out once for more information—everything just flowed.

We’d do it all again and highly recommend this tour operator for their knowledge, connections in local towns, and seamless planning for an unforgettable trip.

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Stephanie L.
Italy Vacation Review: Vatican Museum, 10 Nights

Zicasso’s travel agency listened and heard what we said we were looking for. They were great with communication and very organized!

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Scott C.
Italy Travel Review: 2 Weeks

It was an unforgettable experience. It was easily the best trip we have taken. Everything went smoothly and was well-paced. We really appreciated the feeling we had of being watched over daily. It was very reassuring.

The guides and our drivers were great. They made the experiences come alive and added context and detail that one normally wouldn’t get. I am afraid that all future trips will be compared to this one and will fall short. Thank you

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Ty E.
Italy Anniversary Trip Review: 2 Weeks

We had extremely high hopes for our first trip to Italy and Zicasso’s travel agent and the entire tour operator vastly exceeded all of our expectations! From the way they took our input on our likes/dislikes and created a perfect two-week itinerary for my wife and I for our 10-year wedding anniversary to the way they covered every logistical aspect of the trip to ensure that even though we were traveling to five cities over a two-week period, we never experienced any type of stress.

The only time we even had to touch our bags was getting on/off the trains! I have never experienced a trip that was so meticulously crafted as the one the tour operator put together for us, and thanks to that care and attention to detail, they helped my wife enjoy a trip of a lifetime. We could not be more thankful!!!

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Cynthia F.
Italy Vacation Review: Florence, Amalfi Coast, Local Cuisine, 9 Nights

Zicasso’s travel consultant and the entire tour operator were beyond wonderful: their customer experience is second to none. They are accommodating, providing the ultimate travel organization and follow-up. I would highly recommend their team and services to everyone. In fact, I've already done so! I am deeply grateful for their knowledge and expertise in planning an unforgettable experience for my first trip in 15 years.

My deepest appreciation to all!

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