Southern Italy and Greek Island Getaway

Pink bougainvillea blooming on the beach of Mykonos, Greece

What to expect on this itinerary

From the capital of Italy to the capital of Greece, this 16-day tour introduces you to what is best in both countries and provides the perfect balance of guided excursions and independent leisure. See the Mediterranean world like no other as you visit the Roman ruins at the Colosseum, bask in the sunshine of the Sorrentine peninsula, and island-hop through the Cyclades archipelago on your way to the Greek mainland.

Countries Visited

Greece, Italy

Places Visited

Rome, Sorrento, Santorini, Mykonos, Athens

Suggested Duration

16 Days

Customizable Itinerary

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Day 1

Rome – Foray into the Italian Capital

Tucked into the rolling hills and sweeping vistas of Lazio, Rome offers visitors a colorful palette of vibrant neighborhoods, impressive architecture, and inspiring artwork. Into this environment you will step on your first day. After arriving at your comfortable hotel, you will have the remainder of the day to compare Rome's stately reputation with the living and breathing city you see around you. Within walking distance of your hotel, you can gaze across the cityscape from atop the Spanish steps or trace the mythical contours of the Trevi fountain.

What's Included:

Transfer
Accommodation
Day 2

Rome – A Tour of All Things Ancient

Day 3

Rome – Exploring a City Within a City

Day 4

Sorrento – Survey the Campania Countryside

Day 5

Sorrento – Seaside Extravagance

Day 6

Sorrento – The Region's Volcanic Past

Day 7

Sorrento – Enjoy a Day of Leisure

Day 8

Santorini – An Idyllic Island Retreat

Day 9

Santorini – Catamaran Cruise

Day 10

Santorini – Mediterranean Leisure

Day 11

Mykonos – The Island of the Winds

Day 12

Mykonos – An Idyllic Greek Getaway

Day 13

Mykonos – Your Last Day on the Aegean

Day 14

Athens – The Birthplace of Democracy

Day 15

Athens – Visit the Acropolis

Day 16

Athens – A Reluctant Departure

Trip Highlights

  • Romp through a Roman holiday on a visit to the scenic Spanish Steps or cast your coin into the playful water of the Trevi Fountain
  • Explore Rome's ancient origins on a walking tour of the Roman Colosseum and nearby Forum, where classical ruins are all that is left of a thriving city center
  • Enjoy a memorable visit to Vatican City, where the full weight of the Catholic Church is focused in the artistic majesty of St. Peter's and the Sistine Chapel
  • Explore the enchanting alleys and piazzas of Sorrento, where locals sip limoncello and local wine as they bask in the breathtaking views
  • Step into the notorious story of Pompeii on a guided tour of this once-thriving Roman city, which was entombed in fire and ash during a sudden volcanic eruption
  • Venture through an idyllic island retreat at Santorini, where the allure of sandy beaches and turquoise water is a constant distraction
  • Take to the waves on a thrilling Catamaran cruise around Santorini and indulge in refreshing Greek wine and cuisine
  • Visit the famous Island of Wind on a trip to Mykonos, which boasts an impressive array of museums, ruins, and panoramic views
  • Survey the views of Little Venice, a stretch of historic homes in Mykonos' main town with colorful balconies and waterfront views
  • Stroll through the historic capital of Athens, where the origins of Greek culture come alive at the Acropolis

Starting Price

$15,600 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

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.8

Verified Traveler Reviews

Based on 88 reviews

Greece & Italy Vacation Review: Rome, Venice, Cinque Terre, Pompeii, Amalfi Coast, Athens, Santorini, Vatican, Mt. Vesuvius
Planes, Trains, Automobiles and Water Taxis!We just returned from a 21-day trip to Italy and Greece! We knew where we wanted to go, but we had no idea how to make it all happen, but Matthew and this travel company did!! In Italy, we visited 9 cities and in Greece we visited Athens and Santorini. Most all the popular sites were seen along the way from Rome to Venice, we then flew to Greece to finish out our last week. Every flight, train ride and private car transfer went off without a hitch!We were provided with a very detailed itinerary, and we knew in advance what we would be doing and how to plan for it. Every driver and city guide were very professional and strived to make sure we were happy with our travel experience! We put great expectations on this company, and they did not disappoint! The Vatican, St. Peter’s Basilica, Pantheon, Colosseum, Amalfi Coast, Mt. Vesuvius, Pompeii, the colors of Cinque Terre, the canals of Venice, the blue of Santorini and the Parthenon would not have been possible without Matthew and our travel company! Thank you!!Donald and Leslie W.

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Travel Review: Luxury Honeymoon in Italy & Greece, Athens, Santorini, Sorrento

This travel agency planned a wonderful honeymoon vacation for me and my husband to Sorrento, Santorini, and Athens. Our travel agent was very helpful and easy to work with. We had a general idea of where we wanted to go, amount of time we would have, and our budget and he schedule an amazing itinerary for us. We had a good balance of scheduled activities and leisure time. They provided transportation to and from the airports and scheduled activities. The hotels they booked for us were wonderful and very conveniently located. They made our trip hassle free and enjoyable! Overall we had a great experience with this travel agency and would highly recommend them. We will definitely use them again if we return to Europe!

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Travel Review: Italy & Greece Vacation, Taormina, Genoa, Ragusa, Santorini, Mykonos, Delos, Island Cruise, Local Cuisine
This trip to Italy & Greece for the month of April 2019 was the trip of a lifetime for my husband and I.  I began months earlier with a search for a travel service company and, after extensive research, found this company to be THE ONE to use. Our travel specialist and his 5 star-rated Company, did not disappoint in any way! He worked with us to put together exactly what we wanted; even including side trips to Genoa to meet distant cousins and a stay in Ragusa, the town where my husband's father was born. I cannot stress enough how responsive he and the travel company staff were to all of our needs, even going so far as to get a doctor to pay a visit to our hotel room in Taormina due to a persistent back problem. Our travel specialist listened to every wish and made sure that we had sea views wherever possible and 4 & 5 Star Hotel rooms.  He also included activities that we did not request (but were so glad that he did!);  two day cruises - one a group activity with lunch, cruising around the Island of Santorini with a delightful small group of passengers; the other a full day private cruise and lunch around the Island of Mykonos, including the Islands of Delos & Rhenia.  We were met at every transfer point by an agent/driver which took the majority of the stress out of travel to foreign countries. All of our tour guides were knowledgeable historians who spoke English and were born and raised in the City/Town where we were touring. Our travel specialist also made sure that we had some time in each location to spend on our own.  All in all, I cannot say enough about this wonderful travel company! If you are planning a European trip, do yourself a favor and call them!

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Travel Review: Tour of Greece & Italy, Culture, History, Wine Tours, Cooking Class

An amazing vacation we will never forget!  We traveled through four cities in Italy and ended our trip in Santorini Greece; each city was a memorable experience thanks toour travel company! All travel from city to city was taken care of for us.  We were transferred right from our hotels to train stations and airports in luxury vehicles with friendly drivers.  The hotel accommodations were top notch, and each time we arrived at a new B&B we were taken back by how beautiful they were.   Our booking agent was available 24 hours a day when we had questions and was extremely helpful and professional at all times.  We could tell he really cared for us and wanted to ensure we had the best vacation possible.  I would strongly recommend booking your next vacation through them, I know we will be! J

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Travel Review: Luxury Greece & Italy Trip, Rome, Santorini, Athens, Sunset Cruise, Swimming, 11-Day Tour
We just returned from a fabulous family vacation to Rome, Santorini and Athens planned by the travel company!  Everything was planned to perfection...from the tours, the hotels, the restaurants! Our travel specialist and the staff went above and beyond planning this trip for us and the guides we had in Rome and Athens were spectacular.  We absolutely fell in love with Santorini and definitely plan to head back to spend more time exploring! 

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Luxury Tour of Italy Travel Review: Rome, Sorrento, the Food & Shopping
we were very happy with the apartments in both Rome and Sorrento, they were comfortable and the locations were perfect.  We were able to walk to terrific restaurants and shopping in both cities.  In addition, we were very pleased with the guides in both locations and happy that we had the same guides for two days in each city.

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews