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.

4.7

Verified Traveler Reviews

Based on 374 reviews

England, Italy Vacation Review: London, Rome, 3 Weeks

In all respects, a well-planned and well-executed trip to London and Rome. The guides were exceptional in knowledge, kindness, and sense of humor. The best restaurant recommendation was the one in London.

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Finland, Germany Trip Review: 2 Weeks

It was a fantastic trip! We had enough to do in every location, but still enough free time to explore on our own. I do wish we had been given a bit more detail on some of the tours; we were surprised a few times. It did not negatively impact us, but it would have been nice to be more prepared.

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Italy, Romania, Poland Travel Review: Bucharest, Brasov, 20 Days

I think I learned a lesson in planning a trip with a travel company. The written policy was unclear to me, although Zicasso’s travel specialist had specifically advised me that it was nonrefundable. I had paid the deposit in May, covering my travel and that of my travel companion. The final amount was due 70 days prior to the trip. As it turned out, she was diagnosed with cancer, had to receive chemo, and was unable to travel. I ended up paying the entire amount of the trip because of the nonrefundable policy, so I lost a significant amount of money. For my next trip, which I plan to do in the spring, I would look for a way to better manage to avoid this type of issue. That was a huge chunk of change to lose. The travel company did suggest that I find someone to replace my original travel companion, which I did. However, because it was a last-minute thing, the person who substituted was able to make the trip but was not able to pay the the full cost of the trip. I figured that it was better than having that money go to waste. The travel company made the ticket changes without charging me any penalties associated with it.

Nonetheless, the trip was amazing. Specifically, the tour guides chosen by the travel company were exceptional. There were a couple of small hiccups but they were no big deal, and the travel company was quickly available via a messaging app to help resolve issues.

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Denmark, Czechia, Netherlands Vacation Review: Amsterdam, Private Walking Tours, Bike Ride, 16 Days

Overall, the trip was very good and the hotels, transport, and tours that were booked went well.

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Ireland, Scotland Travel Review: 23 Nights

Zicasso's travel specialist did a fabulous job at putting together an itinerary that took into account all of our requests, from places to visit, keeping costs in check, and giving us a mix of private and group tours. She hit it out of the park! We had a fabulous time and everything went off without a hitch. Our hotels were great, our guides were top-notch, and our transportation between destinations (plane, train, auto) was comfortable and seamless. My husband, Steve, and I highly recommend this agency.

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Germany, Greece Trip Review: 24 Days

The hotel locations and accommodations were outstanding. The pick-up service was excellent, as were our drivers. Our tours and guides were excellent. Zicasso’s travel specialist made our trip easy to navigate. Daily notifications of the agenda were an added bonus. I will reach out to the travel specialist again.

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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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