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

Santorini, Greece

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.

Countries Visited

Greece, Italy

Places Visited

Rome, Florence, Venice, Athens, Mykonos, Santorini

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Tour
Day 2

Rome – Ancient Rome and the Vatican

Day 3

Rome – The Appian Way and Borghese Villa

Day 4

Florence – Historical Tour of Florence

Day 5

Florence – Renaissance Art and Cooking Class

Day 6

Venice – Padua and the Brenta Canal

Day 7

Venice – Venice’s Charms and History

Day 8

Athens – Immersive City Tour of Athens

Day 9

Athens – The Islands of Hydra and Poros

Day 10

Mykonos – A Day for Self-Exploration

Day 11

Mykonos – Delos’ and Mykonos’ Beaches

Day 12

Santorini – Oia and a Sunset Cruise

Day 13

Santorini – History and Wines of Santorini

Day 14

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

$7,000 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.

4.9

Verified Traveler Reviews

Based on 1484 reviews

Greece Vacation Review: Athens, Naxos, Santorini, Acropolis, Wine Tasting, 11-Day Trip

Excellent! Everything was meticulously planned. All of our tours were very interesting and the drivers were courteous. We went to Athens, Naxos, and Santorini during our 11-day trip. Overall, I think our favorite place was Naxos, with Athens and the Acropolis being second, although the weather that morning was not the best. But our guide was excellent and kept us engaged while fighting rain and wind. As I mentioned, all the drivers and guides were excellent and I would highly recommend this trip. Santorini was beautiful too and the wine tour was extremely interesting. We highly recommend Zicasso.

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Greece Tour Review: Athens, Mykonos, Santorini, Acropolis, Food Tour, Catamaran Cruise, 1 Week

We had a very good trip to Greece with Zicasso's travel specialist. We traveled to Athens, Mykonos, and Santorini with a group of six (three couples). They did a good job of finding nice and convenient hotels in each location, and we were also pleased with the Acropolis tour, food tours, and catamaran trip we took during the week.

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Greece Anniversary Vacation Review: Athens, Mykonos, Santorini, Crete, Catamaran Cruise, Cooking Class, Wine Tasting, Hiking, Local Cuisine, 2-Week Trip

We recently returned from an incredible two-week Coral Anniversary trip to Greece and it exceeded every expectation. From the ancient wonders of Athens to the whitewashed villages of Mykonos, the dramatic cliffs of Santorini, and the authentic traditions of Crete, every stop offered something unique and unforgettable. Most importantly, the people we met along the way transformed a beautiful vacation into a truly special experience. The journey took us through Athens, Mykonos, Santorini, and Crete.

Outstanding Planning and Service

Every transfer, hotel, tour, ferry, flight, restaurant reservation, and activity was flawlessly coordinated by Zicasso's travel partner. The itinerary struck a perfect balance between guided experiences and personal exploration, allowing us to enjoy Greece without ever worrying about logistics.

Athens – History, Culture, and Exceptional Hospitality

Our stay at our hotel in Athens gave us incredible Acropolis views and a perfect base for exploring the city. Walking through the Acropolis with our guide and standing before the Parthenon was breathtaking. The Acropolis Museum and city highlights tour helped bring thousands of years of history to life.

One of the highlights of our anniversary celebration was dinner at a restaurant atop Lycabettus Hill. Watching the sun set behind the Acropolis while enjoying excellent Greek cuisine and wine was a magical experience and one we'll never forget.

We would especially like to recognize our driver in Athens. He was professional, knowledgeable, and genuinely invested in making our trip memorable. During our day exploring the Argolis region, Epidaurus, Mycenae, and the Nemea wine country, he provided insights that helped us better appreciate the history and culture of Greece.

What truly distinguished our driver was his attention to detail. While we were traveling along the Athenian Riviera toward Cape Sounion and the Temple of Poseidon, he realized we were hoping for a true seaside lunch experience. Without being asked, he contacted the travel company and coordinated everything to make a last-minute adjustment so we could enjoy lunch by the sea. That thoughtful gesture perfectly reflects the level of service he provided throughout our stay. It turned a wonderful day into one of our favorite memories of Athens.

Mykonos – Relaxation and the Beauty of the Aegean

Mykonos provided the perfect contrast to the historical focus of Athens. Staying at our hotel in Mykonos overlooking the Aegean Sea allowed us to fully appreciate the island's beauty.

We spent time exploring the charming streets of Mykonos Town, admiring the famous windmills, and enjoying the relaxed island atmosphere. A major highlight was our private catamaran cruise to Delos and Rhenia. Sailing through the crystal-clear waters of the Aegean while visiting the UNESCO World Heritage Site of Delos gave us a fascinating glimpse into one of the ancient world's most important religious centers. The secluded waters around Rhenia were stunning and provided some of the most beautiful scenery of our trip.

Santorini – Spectacular Views and Unforgettable Sunsets

Santorini is every bit as beautiful as the photographs suggest and somehow even more impressive in person. Our stay in Oia overlooking the caldera was breathtaking. Whether enjoying breakfast with panoramic views or simply walking through the village, every moment felt special.

The wine-tasting experiences at a winery were outstanding. Sampling the island's distinctive Assyrtiko wines while learning about Santorini's unique volcanic terroir gave us a new appreciation for Greek winemaking. The carefully paired food-and-wine experiences were among the culinary highlights of the entire trip.

Our private sunset catamaran cruise around the caldera, White Beach, Red Beach, Black Beach, hot springs, and the volcano was another unforgettable experience. Watching the sunset from the water while enjoying dinner and local wine created one of the most memorable evenings of our anniversary trip.

Crete – The Heart of Greece

As amazing as Athens, Mykonos, and Santorini were, Crete became our favorite part of the journey.

Our quick stop at Knossos Palace and the historic city of Rethymnon allowed us to learn about the Minoan civilization and experience the rich blend of Venetian and Ottoman influences that define the island. The old Venetian harbor in Chania was equally impressive and provided a spectacular setting for our stay.

Samaria Gorge

One of the most rewarding experiences of our entire trip was hiking the Samaria Gorge. Covering 11 miles through one of Europe's most spectacular natural settings was challenging and incredibly rewarding. The dramatic cliffs, pristine landscape, and sheer scale of the gorge were unlike anything we had experienced before.

A tremendous part of that experience was our guide. Our guide brought expertise, enthusiasm, and a genuine passion for Crete that elevated the hike far beyond a typical excursion. His knowledge of the region, local culture, and natural environment made every step more meaningful.

Kissamos Villages and Cooking Class

Our final full day in Crete may have been the most authentic and memorable day of the entire trip.

The tour of the traditional villages of Kissamos provided a fascinating look at everyday Cretan life. Learning about olive oil production, tasting regional products, and experiencing rural villages gave us a perspective on Crete that most visitors never see.

The cooking class that followed was exceptional. Our host created an atmosphere that felt less like a tour and more like spending a day with friends. Together with his mother, he shared not only recipes, but the stories, traditions, and values that make Cretan culture so special.

For anyone traveling to Crete, we cannot recommend this tour company highly enough. Their commitment to authentic local experiences is truly outstanding.

This trip exceeded our expectations in every possible way. We experienced world-famous historical sites, breathtaking landscapes, incredible food and wine, beautiful hotels, and unforgettable adventures. Yet what we will remember most are the people who made the experience so special.

We returned home with wonderful memories, a deeper appreciation for Greek culture, and gratitude for everyone who helped make our anniversary celebration the trip of a lifetime.

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Greece Tour Review: Athens, Peloponnese, Santorini, Messinia, Voidokilia, Pylos, Methoni, Monemvasia, Nafplio, Mystras Castle, Polylimnio Waterfalls, Elafonisos, Olive Oil Tasting, Hiking, 10 Nights

We had a wonderful and memorable trip to Greece, thanks to the Zicasso travel specialist’s excellent planning. In addition to exploring Athens, she designed a seamless road trip across the Peloponnese Peninsula that took us to beautiful beaches and ancient castles in Messinia, Voidokilia, Pylos, Methoni, Monemvasia, and Nafplio. She also provided clear directions and recommended great stops to break up our drives, including Mystras Castle and the beautiful Polylimnio Waterfalls.

Our hotel accommodations were excellent throughout the trip and we really enjoyed our stay in beautiful Santorini. We also appreciated her restaurant recommendations, which saved us from having to search for places to eat and always led us to great food. She stayed in touch via WhatsApp the entire time, checking in on us and answering our questions whenever they came up. There is so much to see in Greece that we’ll definitely need to go back for another visit.

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Greece, Croatia Honeymoon Review: Athens, Mykonos, Santorini, Dubrovnik, Split, Krka National Park, Acropolis, Elaphiti Islands, Wine Pairing, 2 Weeks

Overall, we had an absolutely amazing trip to Greece and Croatia to celebrate our postponed honeymoon. Zicasso’s travel specialist was a joy to work with. Her communication was excellent from start to finish, and she really tried to get to know us as a couple to better plan the perfect trip!

Once we arrived in Europe, she checked in with us via WhatsApp every day, making sure our travels were going to plan and we were enjoying our time. We traveled to Athens, Mykonos, and Santorini in Greece, and Dubrovnik, Split, and Krka National Park in Croatia. Our trip was filled with history, nature, crystal-clear waters, private tours, and lots of adventure.

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Italy Tour Review: Venice, Florence, Rome, Naples, Pompeii, Tuscany, St. Mark's, Food Tour, Vineyard Visit, 2-Week Trip

The travel professionals at Zicasso’s travel company worked with us for over a year to plan the most amazing 14-day tour of Venice, Florence, and Rome. They were beyond patient and kind, fielding my endless questions and providing assurances for every detail. Every day was jam-packed with guides and travel. Well, one really doesn't know until you get to Italy, right?

Upon our late-evening arrival to Venice, we had our personal escort waiting for us at the airport, with private transport to our hotel in Venice. She did not leave until we had our bags in the lobby. I knew right then and there we had made the right choice with the travel company.

We found that everything was taken care of by the travel company, down to the smallest detail. Every guide, and there were many, came to our hotels to greet us and escorted us back to our hotel upon conclusion of our tour. Every single guide was a treasure. We never had to hail a taxi, which to me was the most amazing thing, as the travel company had private drivers picking us up or waiting for us at hotels and train stations.

Upon leaving Venice for Florence, our personal escort from the airport was waiting for us at the hotel, with a water taxi to the train station. She walked us through the train station and showed us how to find our gate for our train to Florence. Upon arrival in Florence, we had a private driver waiting for us for transport to the hotel. Same from Florence to Rome, Rome to Naples (for Pompeii and back to Rome).

We had multiple food tours and they were all amazing. We spent every day with private guides. Believe me, the travel company knows the very best guides in Italy. They are there 24/7 for you if things don't go as planned. Trust me on this.

In Venice, our tickets for St. Mark's Basilica that were reserved for our guide disappeared. There we were, no access. Our guide tried to secure tickets on her own and access was sold out. She called the travel company, which somehow secured access, even to the second level, where we could visit the four bronze horses.

Did I mention our day in Tuscany? The travel company insisted we were spending too much time with tours and insisted we take a day in Tuscany. We visited a vineyard in Tuscany for what turned out to be a private tour and lunch hosted by the vineyard owner. We had a table set up overlooking the vineyard and indulged in what may have been the best food we experienced in all of Italy. Everything was made on-site and perfectly paired with the vineyard wines. We were entertained by her three wonderful dogs, two of which were lovable and goofy Labrador retrievers. What a perfect day!

Without a doubt, the travel company is the finest travel agency we have ever had the privilege to work with. As I said earlier, everything was taken care of, nothing was missed: drivers, trains (business class), guides, food tours. The best vacation we have ever had.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

32,000+ Verified Traveler Reviews