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

$5,600 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 1618 reviews

Greece Tour Review: Athens, Santorini, Mykonos, History, Culture, Tradition, Local Cuisine, Shopping, 8 Nights

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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Greece Tour Review: Athens, Mykonos, Santorini, Horseback Riding, Food Tours, 10 Days

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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Greece Vacation Review: Santorini, Mykonos, Island Tour, Fishing Boat Trip, 12 Nights

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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Greece Trip Review: Athens, Mykonos, Santorini, History, Culture, Local Cuisine, 10 Nights

Our trip to Greece was everything we had hoped for and more. Each day was filled with experiencing the culture, the history, and the amazing atmosphere of Athens and the islands of Mykonos and Santorini. It was all made possible by our amazing "travel fairy," Zicasso's travel designer! At every turn, we were taken care of, which made our trip the best it could be. We couldn't have done it without her. She and her team were there for us no matter what, big questions/issues and small.

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Greece Vacation Review: Athens, Mykonos, Santorini, Beaches, Scenery, Shopping, History, 9 Nights

Zicasso's travel specialist went above and beyond to curate a fantastic, scenic, exciting, and restful vacation for us and was sure to provide us the best possible accommodations at each destination (Athens, Mykonos, Santorini). We didn't have to worry about one single detail for the entire trip as all of our transport was covered, we had a local contact in each location, and all hotels were pre-paid and perfect. We loved every single second of the trip and would absolutely recommend our specialist for anyone seeking a wonderful visit to Greece!

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Greece Trip Review: Athens, Santorini, Food Tour, Vineyard, 9 Nights

One of the best decisions I have made was booking my Greece trip with this Zicasso travel company The entire team was accommodating, responsive, and ensured a flawless trip. We stayed in Athens, Mykonos, and Santorini, having transportation provided to and from. The drivers, hotel partners, tour guides, and overall team were remarkable.

In Athens, I would highly recommend our guide for the Acropolis tour and our guide for the food tour. The Athens hotel was exceptional, right in the center of where you want to be.

In Mykonos, I would highly recommend the Jeep tour with our guide and the day trip to Delos and Rineia. Our stay at the hotel was beautiful.

In Santorini, I would highly recommend our guide and the driver for the walking tour and visit to a vineyard. The Oia boat company was great, serving up a fresh Greek feast right on board. The hotel suites were great, especially with the private hot tubs.

Overall, this was an exceptional experience, one we could not have gotten without our travel company. Our trip was planned in six weeks or less and the agents made the process so easy. Thank you!

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Customizable Itinerary

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

30,000+ Verified Traveler Reviews