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

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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.

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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

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

14 Day Trip IdeaFrom $7,000

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

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

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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4.9

Reviews of Zicasso's Italy & Greece Trip Planner

Based on 3684 verified traveler reviews.

Travel Review: Italy Tour, Venice, Florence, Tuscany, Sorrento, Capri, Naples, Pompeii

"From the beginning stages of planning our trip to Italy with this travel agency (and specifically our travel planner) we knew we were going enjoy this trip of a lifetime."

Travel Review: Italy Tour, Rome, Positano, Florence, Amalfi Coast, Siena, San Gimignano, Venice, Naples, Pompeii, Capri, Wine Tour

"Our travel specialist truly did a fantastic job planning a 12-day dream trip to Italy."

Greece Luxury Anniversary Trip Review: Peloponnese Region, Crete Minoan Archaeological Sites, Athens Food Tour, Delphi, Nafpilon

"The trip was everything we dreamed of, and from the start, our planner proved to be an exceptional listener and advisor..."

Review: Honeymoon in Italy, Rome, Venice, Florence, Tuscany, Siena, San Gimignano, Lucca

"It only took one reply back from this agent for me to know that we would have a more personable experience with this travel agency."

Travel Review: Luxury Greece Vacation, Athens, Santorini, Mykonos, Delos, Delphi, Hydra

"...this travel company and our agent, did a fabulous job making all the arrangements for us, from transfers, to hotels, and every little detail for our private tours."

Luxury Anniversary Vacation Review: Italy, Florence, Venice, Amalfi Coast, Cinque Terre, Tuscany, Verona

"The initial response I received from my agent was immediate and continued right up until our actual trip while we were in Italy."