Luxury village of Portofino with yachts on the Italian Riviera

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Italy & Greece Tours

Cultural depth, culinary excellence, ancient monuments, and marvelous landscapes coalesce in Italy and Greece. Learn why these countries continue to tantalize the imagination of people around the world. Your chance for discoveries, unique experiences, and lasting memories are endless when you design your Italy and Greece trip with Zicasso.

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Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

16 Day Trip IdeaFrom $15,600

Mediterranean Bliss: Best Italy and Greece Vacation

Rome, Sorrento, Santorini, Mykonos, Athens +2 more

14 Day Trip IdeaFrom $7,000

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

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

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

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

7 Day Trip IdeaFrom $3,000

Rome & Athens Tour: Highlights of Antiquity and Modernity

Athens, Rome

Pink bougainvillea blooming on the beach of Mykonos, Greece

16 Day Trip IdeaFrom $15,600

Southern Italy and Greek Island Getaway

Rome, Sorrento, Santorini, Mykonos, Athens

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.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.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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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

14 Day Trip IdeaFrom $13,700

Romantic Getaway to Italy & Greece

Venice, Lake Como, Cinque Terre, Florence, Santorini

4.9

Reviews of Zicasso's Italy & Greece Tours

Based on 8247 verified traveler reviews.

Greece Vacation Review: Santorini, Corfu, Crete, Athens, Syros, Wine Tasting, 18-Day Trip

We traveled to Greece in September 2025 for an 18-day trip to five locations. We went through Zicasso and were paired with the primary travel company and the local partner. I cannot express how wonderful our trip was. It was apparent that every detail was carefully tailored to meet all of our wants and needs. From the transfers to the tours, and the hotel accommodations and locations, everything about it was just perfect! Highly recommended if you want a worry-free trip.

Italy Travel Review: Vatican, Rome, Wine Tasting, 9 Nights

We had a wonderful experience, from planning our trip with Zicasso's travel designer to experiencing all Italy had to offer. She and her team worked with us when we needed to have them step in on hotel accommodations at our beach resort.

Italy Travel Review: Heritage, Local Cuisine, 10 Nights

The hotels were in great locations within the city to be able to walk and see all the sites. The drivers we had were very professional and courteous. I would have liked to have a better platform to track the trip and the destinations. I have used a trip plans app before and it’s easy to use. I felt like the communication with our travel guide was minimal, but our overall trip was beautiful and memorable, and we will definitely be traveling again soon.

Italy Travel Review: Taormina, Syracuse, Catania, Militello, Ragusa, Aci Castello, Modica, Mount Etna, Private Tour, Cooking Class, Boat Ride, 9 Nights

This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.

The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.

We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.

We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.

This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.

Italy Tour Review: 1 Week

We received great communication from Zicasso's travel specialist and wonderful hotel, tours, transportation, and guide arrangements.

Greece Travel Review: Santorini, Naxos, Hydra, 12 Nights

It was an excellent experience. Zicasso's travel designer worked with me every step of the way to plan an ideal trip.