Cappella di Vitaleta on the hills of Val d'Orcia in Tuscany, Italy.
30,000+ Verified Traveler Reviews

Italy & Greece Trip Planner

The draw of the Mediterranean is palpable, from the ancient mythology and intriguing culture to delectable cuisine and enchanting landscapes. With the Italy and Greece trip planner from Zicasso, you can have your dream vacation brought to life by local specialists. When you submit a trip request, your fantasy will be encapsulated with the aid of an expert.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Beautiful windmill villa in Oia, Santorini, Greece

15 Day Trip IdeaFrom $7,500

Highlights of Greece and Italy Tour

Naples, Sorrento, Isle of Capri, Pompeii, Rome +7 more
San Marco Square in Venice, Italy

14 Day Trip IdeaFrom $13,700

Romantic Getaway to Italy & Greece

Venice,  Lake Como, Cinque Terre, Florence, Santorini
Architecture of landmark Duomo in Florence, Italy

16 Day Trip IdeaFrom $8,000

Tale of Two Empires: Italy & Greece Historical Tour

Rome, Vatican City, Trastevere, Pisa, Florence +9 more
Romantic Santorini island at sunset, Greece

12 Day Trip IdeaFrom $5,200

From Eros to Cupid: A Romantic Tour of Greece and Italy

Athens, Santorini, Florence, Vatican City, Venice +1 more
Colorful town of Varenna on Lake Como, Italy

22 Day Trip IdeaFrom $9,400

Adventure and Romance Tour of Italy & Greece

Venice, Lake Como, Bellagio, Portofino, Italian Riviera +5 more
Santorini, Greece

14 Day Trip IdeaFrom $7,000

Gems of the Mediterranean: 14-Day Italy and Greece Tour

Rome, Florence, Venice, Athens, Mykonos +1 more

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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4.9

Reviews of Zicasso's Italy & Greece Trip Planner

Based on 8623 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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Greece Trip Review: Athens, Naxos, Meteora, Santorini, Acropolis, Cooking Class, 10 Days

Our trip to Greece was definitely five-star. There were very few glitches in the trip; overall, it was a very good experience.

Zicasso’s travel specialist was very helpful during the planning phase of the trip. For instance, during the planning phase, she recommended that we visit Naxos rather than Paros because she was concerned that Paxos would be partially shut down because of the timing in late October. We believe she was correct in this judgment. She was very responsive whenever we had a problem.

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Greece Tour Review: Historic Sites, Local Cuisine, 12-Day Trip

Our trip to Greece with Zicasso’s travel company was exceptional from start to finish. All four of us were 100% satisfied and truly impressed with how smoothly everything went. Every detail was professionally handled, communication was excellent, and we experienced zero hiccups throughout the entire trip.

We also had a delay in arriving in Greece and the travel company immediately accommodated our schedule changes without stress or confusion. They adjusted everything quickly and seamlessly, which made a huge difference and took all the pressure off of us.

The tours, guides, and overall coordination were top-notch, and it was clear the team takes great pride in delivering a first-class experience. We couldn’t be more pleased and would highly recommend this travel company to anyone wanting a stress-free, unforgettable trip to Greece.

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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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Greece Travel Review: Acropolis, 10 Days

It was seamless.

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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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