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

What to expect on this itinerary
Discover history, culture, and natural beauty during your two-week best of Italy and Greece tour. From the Colosseum in Rome to the Parthenon in Athens and from Venice’s canals to Santorini’s Caldera, you will have an experience that immerses you in over 3,000 years of Western Civilization and contemporary luxury. Specialized guided tours, private transfers, and gorgeous accommodations help bring the best of the Mediterranean to light.
Customizable Itinerary
Rome – Introductory Tour of Rome
Historic Rome collides with contemporary culture as the layers of ancient, medieval, Renaissance, and Baroque architecture rise above the cobblestone streets. Your flight will land at Fiumicino Airport, where your private transfer will greet you at customs and escort you to your accommodation. After you settle in to the comforts of your new surroundings, your guide will meet you in the lobby to lead you on an immersive monuments tour, beginning with the Trevi Fountain. The water will trickle into the waiting pool as you find the iconic image of Oceanus at the heart of the fountains.
What's Included:
Rome – Ancient Rome and the Vatican
Rome – The Appian Way and Borghese Villa
Florence – Historical Tour of Florence
Florence – Renaissance Art and Cooking Class
Venice – Padua and the Brenta Canal
Venice – Venice’s Charms and History
Athens – Immersive City Tour of Athens
Athens – The Islands of Hydra and Poros
Mykonos – A Day for Self-Exploration
Mykonos – Delos’ and Mykonos’ Beaches
Santorini – Oia and a Sunset Cruise
Santorini – History and Wines of Santorini
Santorini – Depart for Home
Trip Highlights
- Embrace the Renaissance when touring the preserved grandeur of Michelangelo’s Sistine Chapel
- Delight in the immersive history of Athens on a private tour that brings you to the remarkable Parthenon
- Witness the breathtaking detail of Michelangelo’s David during a private tour of the Accademia Gallery
- Sample the authentic flavors of Italy and the special ingredients of Tuscany with a private cooking class in Florence
- Find elements of the divine when visiting the ruins of ancient Delos, which is the birthplace of Apollo and Artemis
- Bask in the beauty of the unique red sand of Santorini when enjoying a sunset cruise
- View the enchanting design and embodiment of the history of St. Mark’s Basilica when discovering the treasures of Venice
- Traverse the beauty of the Brenta Canal to view elegant villas that possess unique artistic details
- Discover the depth of history in Santorini on a private tour of Akrotiri, which is a Minoan civilization that has been preserved under layers of volcanic ash
- Experience the spirit of Florence on a private walking tour that uncovers the particular layers and characteristics of the Renaissance city
Starting Price
$5,600 per person (excluding international flights)
What's Included
Verified Traveler Reviews
Based on 2275 reviews
If you're considering a trip to Greece, look no further than Zicasso. Our travel expert planned an unforgettable journey for our family; Athens, Mykonos, and Santorini, and every detail was executed with care, expertise, and passion.
From the moment we arrived in Athens, we were immersed in the country’s warm hospitality. Our agent made sure we had the perfect balance of sightseeing and relaxation. The historical sites in Athens, like the Acropolis and the ancient Agora, were must-sees.
Mykonos is vibrant yet relaxed. The beaches were beautiful. Every meal on this trip was a highlight. Fresh seafood, local cheeses, olive oil, and delicious pastries—each bite told a story of Greece’s deep culinary heritage.
In Santorini, we were captivated by the island’s charm—whitewashed buildings, breathtaking sunsets, and the deep blue Aegean Sea. We visited traditional villages, giving us a glimpse into the rich cultural traditions that are still very much alive.
Throughout the trip, what stood out most—beyond the stunning landscapes and ancient history—was the friendliness of the Greek people. Their warmth and pride in their culture made every moment feel welcoming and genuine.
Our agent didn’t just plan a vacation—he created an experience rooted in history, tradition, and hospitality. I can’t recommend him and Zicasso highly enough.
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We had a wonderful time in Greece. We spent 10 days there and went to Athens, Mykonos, and Santorini. The accommodations were great and the planned excursions were fantastic. The weather was perfect.
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Zicasso's travel company made our bucket-list trip to Greece come to life! They organised all our tours and transportation, worked with us to provide activities that were in line with our interests, and even gave detailed information on suggested itineraries for our free days.
Some highlights included the walking tour(s) of Athens, our trip to see Santorini, and the best steak I have ever had at a beach hotel in Naxos! Our only suggestion is that we went on a day tour to Delos which was self-guided. There is so much history there though that a guided tour would have been helpful. I would definitely recommend booking your tour with them!
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Zicasso’s travel company was awesome. Our agent did a great job planning our trip experiences. The execution of all the private drivers and excursions was perfect. The trip planner tool was great to use, as we referenced it every day. The hotels, in-region airlines, and ferry reservations and tickets were all perfectly planned and delivered. Our many scheduled drivers were all on time and courteous. Our drivers were great drivers and scholars. They provided awesome restaurant and pub recommendations.
We absolutely loved Santorini and the two excursions on that island. Both definitely exceeded our expectations. Our only excursion not rated five stars was the Jeep tour on Mykonos. Four of us were crammed into a closed, small Jeep and driven around the island with only a few stops. We were not taken to a top spot we heard about, which was the windmills and little Venice. We rate that excursion zero stars for those reasons.
All four trip participants agreed this was one of their best-ever vacations. We highly recommend this travel company for a great Greek vacation!
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Fabulous, Fantastic, Fun! We had an absolutely amazing 10 days traveling in Athens, Naxos, Santorini, and Crete. We were traveling with four 20somethings with varied interests. Zicasso's tour planner listened to my description of what we were looking for and created a masterpiece of a trip!
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