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 339 reviews

Italy, Malta Trip Review: City Tour, 20 Days

I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.

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Italy, Greece Trip Review: Private Tour, 18 Days

The trip that Zicasso's travel company put together for my Mary and me to Italy and Greece was unbelievable!

From the planning and itinerary creation to the trip itself, we couldn't have been happier. The hotels were nice and clean, in great locations, and the included breakfasts were just what we needed to start our days.

All our in-country travel and transportation, from planes to trains, ferries, water taxis, and private drivers, were great. It was so nice to have a person waiting for us upon arrival with our name on a signboard, and they got us to our next destination. While others were left to deal with the stress and anxiety of traveling to somewhere new, we were comfortably sitting in a nice environment and on our way to our next adventure.

Our private or small tour groups, and all our guides or hosts, were amazingly knowledgeable and personable.

The team checked in with us every afternoon to let us know the details for the following day and were readily available if we had questions.

We are so happy we planned this trip with this travel company. You were easy to work with and we believe you provided us with an awesome trip, and because of your planning, it was stress-free and enjoyable. We feel you had our best interest in mind, provided us with good value, and were always only a call away if we needed anything.

We would highly recommend you and your colleagues (already sent your contact information to two people today) to plan their next trip, and we will be using you in the future.

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Italy Vacation Review: Milan, Bologna, Lake Como, Lake Garda, 18-Night Trip

The trip was very well-organized by Zicasso's travel company, with great communication. Transfers were seamless and we were, overall, very pleased.

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England, Scotland Travel Review: Manchester, Stonehenge, Nature, Scenery, Music, 18 Days

Zicasso's trip planner was very knowledgeable about the UK. She gave us ample recommendations for our "free days." The hotel accommodations were well-appointed and conveniently located. The transfers were very prompt and comfortable. The majority of our tour guides were amazing. We had a great time in the UK!

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Scotland, Germany Trip Review: Family Heritage, Villages, Seamless Logistics, 3 Weeks

Our Zicasso travel coordinator was extremely responsive, which we highly value. She spent weeks adjusting and discussing our custom itinerary to meet our needs. We asked so many questions about payment and options while building trust; she never faltered in her patience, professionalism, and kind support.

When it came time for our trip, everything flowed with our custom itinerary. We are seasoned travelers, so we were not annoyed by some minor inconviences and the company's WhatsApp help desk team was super-responsive and even proactive. Each day they provided our next day's itinerary. They worked hard for us to make some "in-the-moment" changes and we always felt supported and cared for.

One hotel was not four stars, as described, but locals explained it had recently changed management. One guide was a bit intrusive and lacked boundaries, but we did not hesitate to provide those suppliers with our direct feedback either; we know it was not on our travel company.

So, in summary, everything was a great experience, just be clear to have the right expectations and share any feedback directly with sub-contractors, but also follow up with the travel company.

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Italy Vacation Review: Cinque Terre, Sorrento, History, 22 Days

The itinerary was customized with our specific requests.

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Customizable Itinerary

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

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