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

Expand All
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 9808 reviews

kavita A.
Italy Tour Review: Rome, Venice, Tuscany, Chianti, Vespa Tour, Boat Ride, Cooking Class, 20 Days

Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.

The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.

The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!

See more

Carles P.
Italy Travel Review: Assisi, Tuscany, 15-Day Trip

Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.

I was able to add an additional city on short notice!

We had knowledgeable local city guides and all drivers were professional.

We had a wonderful family trip!

See more

Jeff S.
Italy, France Vacation Review: Rome, Florence, Venice, Paris, Bayeux, Normandy, 18 Nights

We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.

See more

Dorothy K.
Italy Tour Review: Rome, Florence, Amalfi Coast, Pompeii, Mount Vesuvius, Ancient Sites, Cooking Class, 1 Week

I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.

Here are some highlights:

Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!

Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.

Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.

While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.

This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!

See more

Laura M.
Italy Trip Review: Florence, Amalfi Coast, Uffizi Gallery, 9 Nights

The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.

See more

Lori W.
Greece Tour Review: Athens, Naxos, Santorini, Akrotiri, Winery, Volcano, Walking Food Tour, 8 Nights

We had a wonderful experience with our Zicasso travel specialist while planning our vacation in Greece. We had a group that consisted of two families; in total, eight people. Our travel specialist gave us recommendations based on the types of activities we wanted to do and the types of islands we were hoping to experience.

We stayed two nights in Athens, three nights on Naxos, and three nights in Santorini. The accommodations were fantastic! Every tour guide and driver was helpful and so kind.

When we wanted to add a stop in Naxos for an impromptu lunch, our guide was happy to detour and bring us to a place with the best gyros that the locals really enjoy! Everyone made us feel at home. Thank you for a beautiful trip and all the lovely memories!

See more

Customizable Itinerary

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

28,000+ Verified Traveler Reviews
Zicasso in the News