Cappella di Vitaleta on the hills of Val d'Orcia in Tuscany, Italy.
29,000+ 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.

Learn More

4.9

Reviews of Zicasso's Italy & Greece Trip Planner

Based on 8528 verified traveler reviews.

Robert S.
Greece Vacation Review: 9-Day Trip

We had a fantastic trip, in large part because of the planning assistance and execution by Zicasso's travel company!

See more

Melanie E.
Italy Honeymoon Review: Rome, Florence, Tuscany, Pompeii, Vespa Tour, Food Tour, Wine Tasting, 12 Days

We had a wonderful honeymoon in Italy! It was easy to coordinate with Zicasso’s travel specialist; she heard what we were interested in doing and seeing, and she planned a seamless vacation. The travel from point to point was easy, we had knowledgeable drivers and guides as we visited new places, and the hotel and restaurant recommendations all led us to perfect spots we wouldn't have found on our own. We had a great time in Rome and Florence, and in the countryside in Tuscany, and would absolutely consider Zicasso again for future trips.

See more

Dirk S.
Italy Travel Review: 2 Weeks

The trip was excellent. Zicasso’s tour operator handled our special request and situation very well. They were very responsive and helpful.

See more

Evelyn G.
Greece Vacation Review: Crete, Chania, Rethymno, Agios Nikolaos, Spinalonga, Elafonisi Beach, Hiking, 20-Day Trip

We have used Zicasso twice to find local travel agents in Greece. Two different trips, the first to island hop and the second to concentrate on Crete. Both agencies we ended up working with were excellent! We could not have been more pleased.

See more

Laurie H.
Italy Trip Review: Naples, Lecce, Ischia, Mount Etna, Trulli Homes, 3 Weeks

Zicasso's was a great company to work with for our trip to Italy. Everyone replied promptly to questions or concerns. We liked the suggested tours. Most of the guides were very engaging and easy to understand.

See more

Joseph G.
Italy Travel Review: Florence, Cooking Class, 1 Week

The tour company did everything we agreed upon.

See more