Highlights of Greece and Italy Tour

Beautiful windmill villa in Oia, Santorini, Greece

What to expect on this itinerary

Footsteps on cobbles, aromas of coffee, back street pizzerias, and whitewashed villages are the charms that seal your experience across Italy and Greece. This highlights tour brings many of the iconic sights including Rome, Athens, Capri and Mycenae, your handcrafted selection of destinations will evoke the small pleasures that make these countries so unique while Sorrento, Naples, Nauplia and Santorini all provide their distinctive atmospheres and pleasures.

Countries Visited

Greece, Italy, Vatican City

Places Visited

Naples, Sorrento, Isle of Capri, Pompeii, Rome, Vatican City, Athens, Nauplia, Epidaurus, Mycenae, Santorini, Pyrgos

Suggested Duration

15 Days

Customizable Itinerary

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Day 1

Sorrento – Sweeping Water Views and Medieval Cobbles

Land in Naples and travel along the coast as Sorrento awaits, a town of colorful houses perched on the cliffs above the Mediterranean. Admire the sweeping water views from your hotel and go for a stroll through the old cobbled center. At any hour of the day, you can smell the aroma of strong espresso, but when the lanes open, you will also find a bustling piazza with cafes lining the square and all of the smells intensified. For easing into a vacation, there is nowhere quite like Sorrento. So relax, take your time and enjoy your first impressions of Italy, be inspired by the architecture, and gasp at the town’s location on the cliffs.

What's Included:

Transfer
Accommodation
Day 2

Sorrento – Exploring the Bay of Naples and Isle of Capri

Day 3

Naples – Legendary Ruins, Mount Vesuvius and a Modern Masterpiece

Day 4

Naples – Art and Architecture of a Surprising Italian Masterpiece

Day 5

Rome – First Footsteps in the Eternal City

Day 6

Rome – Highlights of Rome

Day 7

Rome – Vatican City Exploration

Day 8

Nauplia – On the Seaside in Greece

Day 9

Nauplia – Discovering Epidaurus and Mycenae

Day 10 - 11

Athens – Breathing in the Antiquated History

Day 12

Santorini – Blue and White Beauty

Day 13 - 14

Santorini – Exploring and Relaxing on the Volcanic Isle

Day 15

Athens – Departure

Trip Highlights

  • Immerse yourself in the Eternal City of Rome and discover its antiquated brilliance
  • Stand upon the Acropolis in Athens and wander leisurely past all the ancient wonders
  • Relax on the island of Santorini, where blue and white facades backdrop your quiet days on the coast
  • Start your trip on the Italian cliffs of Sorrento, a calm yet vibrant place to ease into the vacation
  • Discover the surreal and surprising beauty of Naples, a city that will prove a great contrast to visiting Rome and Sorrento
  • Find yourself on the seaside in Greece with a two-night stay in Nauplia
  • Compare legendary ruins from different eras, like the Roman city of Pompeii and the ancient Greek sites of Epidaurus and Mycenae
  • Contrast the Italian landscapes including Mount Vesuvius, the Isle of Capri, Profitis Ilias Mountain, and Santorini’s black-sand beaches

Detailed Description

There are parts of Italy and Greece you cannot miss. The Colosseum in Rome, the Sistine Chapel, the Athens Acropolis and the amphitheater at Epidaurus are all essential. However, these two countries have more than just storied histories and attractions. There is the feeling of Italy that you can savor on the cobbled streets, sense it in villages standing on cliffs, and explore it in destinations full of local quirks. Fly across the Mediterranean to Greece, and there is a contrasting feeling to find. In places like Santorini and Nauplia, you can discover a true impression of Greece, so full of mystery and magic, different from the temples of Zeus and Athena.

Your handcrafted tour of highlights will be centered upon the diversity of its destinations, with one week spent in Italy and one week spent in Greece. Fly to Naples to begin and spend your first couple of nights on the cliffs with Sorrento as your base and the Isle of Capri your excursion for the next day. Then get to know Naples, a city of endless masterpieces and local flavor, rough around the edges but delightful to discover. Finish your Italian leg in Rome with private tours through the Eternal City and Vatican City, world-famous highlights complemented by the tones and hues of modern day. You will see that the Italian experience is just as much about a quiet espresso on a piazza, as standing in the Colosseum.

Fly from Rome to Athens and travel to the coast, starting your Greek experience with nights spent on the sea in Nauplia. Spend your day amid ancient history in Epidaurus and Mycenae, and then spend a couple of nights in Athens, your hotel in the shadow of the mighty Acropolis. With an expert as your guide, you can admire odes to antiquity and see what remains of the vast old empire. From the Greek capital, it is a quiet ferry ride along the Mediterranean to the island of Santorini, that place of postcard blue and white fame. Relax on the black beaches, take your time in the villages, and soak up the soothing atmosphere of this summertime retreat. Contrasts are everywhere, and as you fly home, you might make the comparisons, Santorini versus Athens, Santorini versus Sorrento, the highlights of Italy and Greece that will linger in your memory for a long time.

Starting Price

$7,500 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.

4.9

Verified Traveler Reviews

Based on 1031 reviews

Greece Vacation Review: Naxos, Athens, Cuisine, Walking Tour, 10 Nights

Zicasso's travel company made our bucket-list trip to Greece come to life! They organised all our tours and transportation, worked with us to provide activities that were in line with our interests, and even gave detailed information on suggested itineraries for our free days.

Some highlights included the walking tour(s) of Athens, our trip to see Santorini, and the best steak I have ever had at a beach hotel in Naxos! Our only suggestion is that we went on a day tour to Delos which was self-guided. There is so much history there though that a guided tour would have been helpful. I would definitely recommend booking your tour with them!

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Greece Tour Review: Athens, Naxos, Santorini, Crete, Cuisine, RIB Experience, Cooking Class. 10 Nights

Fabulous, Fantastic, Fun! We had an absolutely amazing 10 days traveling in Athens, Naxos, Santorini, and Crete. We were traveling with four 20somethings with varied interests. Zicasso's tour planner listened to my description of what we were looking for and created a masterpiece of a trip!

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Italy Tour Review: 5 Nights

We had beautiful accommodations, with delicious dining recommendations. Our boat captain to Capri for the day was informative, with good English. The lemon tour in Sorrento was a highlight. It was an overall great trip and we received great communication from our Zicasso agent.

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Greece Tour Review: Athens, Naxos, Santorini, 9 Nights

From start to finish, our experience with Zicasso's travel expert was top-notch! To date, it was the best trip we have taken. After talking to our agent on the phone to get what type of trip we were looking for, she put together an itinerary that suited us perfectly. Our trip included Athens, Naxos, and Santorini. All of our vehicle transportation, in-country flights, ferries, hotels, and tour guides were planned out for us. All we had to do was show up. We enjoyed all the tours planned out for us and it kept us from wandering unknowingly into the tourist traps. I can't express enough what a wonderful experience we had, thanks to our agent's expertise. The trip was absolutely seamless!

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Greece, Italy Tour Review: Rome, Athens, Paros, Milos, Naxos, Vatican, Colosseum, Roman Forum, Pantheon, Food Tour, Catamaran Ride, Sunset Cruise, 11 Nights

The trip of a lifetime–thanks to Zicasso's travel company!

We recently had the absolute best travel experience of our lives, and it’s all thanks to the incredible team at this travel company. Words can hardly capture how grateful we are for the magic they created for our trip to Greece.

We were headed to a friend’s wedding on Paros and trying to plan the logistics ourselves quickly became overwhelming; figuring out how to get there, what to do, and where to stay felt impossible. That’s when my husband found this company and, from the very first interaction, we knew we were in good hands. They took the time to really get to know us, what we enjoy, our travel style, our budget, and how hands-on we wanted them to be.

After a few thoughtful conversations and a video call, they crafted multiple itinerary options tailored exactly to our preferences. In the end, we landed on a perfect blend of history, fun, and relaxation. They even helped us work everything around the wedding, ensuring we didn’t miss a thing.

We started our journey in Athens, landing early in the morning and diving straight into the day. Then came one of the highlights of the trip—meeting our travel agent in person. She met us with the warmest welcome, walked us through our itinerary, personally showed us around the city, and gave amazing recommendations for food and shopping. Her kindness, energy, and passion for hospitality were contagious.

But what truly set this company apart was their level of care and communication. Throughout our entire trip, they were just a WhatsApp message away. They proactively checked in before every activity, sent us all the necessary contacts for transport and tours, and made sure we felt supported every step of the way. Every place we stayed at was breathtaking. From Athens to Paros, Milos, and Naxos, each hotel was more stunning than the last. Immaculate rooms, beachfront views, and hosts that treated us like family. The breakfasts were absolutely mouthwatering and gave us the perfect start to each adventure-filled day.

Beyond the wedding festivities, our itinerary included food tours, temple visits, an unforgettable catamaran tour, and a dreamy sunset cruise. Every single moment felt like a dream. The islands are incredibly safe, perfect for solo travelers or a girls’ getaway, and the views? Just… wow!

And the food! I cannot emphasize this enough: the food was out of this world. Every meal was a delight—fresh, flavorful, authentic, and somehow we left feeling better than when we arrived (even after eating three generous meals a day, with snacks in between!). Pure magic.

I’m already counting the seconds until we can go back. This trip exceeded every expectation we had and gave us memories we’ll treasure forever.

To top off this unforgettable trip, we decided to spend a few days in Rome—and the travel company helped with that too! It was the perfect ending to our adventure. We explored the Vatican, the Colosseum, the Roman Forum, and the Pantheon. Every site was awe-inspiring and the city’s energy was just electric. Rome was the cherry on top of a journey we will never forget.

To the entire team—thank you from the bottom of our hearts for the most unforgettable adventure of our lives. We wouldn’t dream of traveling to Greece again without you.

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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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Customizable Itinerary

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

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