Beautiful windmill villa in Oia, Santorini, Greece

Highlights of Greece and Italy Tour

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Greece, Italy, Vatican City

Places Visited

Naples, Sorrento, Isle of Capri, Pompeii...

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Suggested Duration

15 Days

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.

Customizable Itinerary

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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.

Reviews of Zicasso's Referral Service

4.91 stars based on 7777 reviews.

Greece Tour Review: Athens, Santorini, Mykonos, History,...

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.

Reviewed By Vicki P.

Greece Vacation Review: History, Culture, Biking, Cuisine,...

We had an amazing experience working with Zicasso's travel specialist and her company's team for our two-week trip to Greece. The itinerary was thoughtful, family-friendly, and beautifully balanced, with just the right mix of cultural experiences, local flavor, recreation, and downtime. It was clear from the start that a great deal of care and collaboration went into planning this journey and the result was a trip perfectly suited to our family. Every stop, activity, and transition reflected a deep understanding of what would engage and inspire us.

What truly set our tour company apart was the exceptional Traveler Care team. Throughout the entire trip, they were consistently attentive, warm, and impressively responsive, often going above and beyond, even outside regular hours. Their real-time guidance and reassuring presence gave us complete peace of mind, allowing us to fully relax and enjoy the journey without ever feeling uncertain or unsupported.

We never once felt unsure or alone while navigating a multi-stop itinerary across several islands and regions. Thanks to the travel company, we were able to focus entirely on what mattered most: being present and making lifelong memories with our children.

If you’re planning a trip to Greece and want something truly unforgettable — not just a vacation, but a seamlessly orchestrated, soul-stirring, memory-making journey — you must work with this company! They took the time to truly understand our family and crafted an experience that felt uniquely ours at every step. Their combination of deep local expertise, personalized care, and flawless execution is nothing short of world-class. Every family should be so fortunate — the company is, quite simply, in a league of its own.

Reviewed By Chris T.

Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling,...

My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.

The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.

If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.

Reviewed By Grace B.

Greece Travel Review: Athens, Nafplio, Paros, Food Tour,...

Our Zicasso travel specialist and the team were great; helpful, immediately available when needed, and they ensured everything was as planned. The trip was wonderful, with great diversity in accommodations, activities, and locations. We really loved our time.

Reviewed By Tom O.

Greece Vacation Review: Santorini, 15-Day Trip

I cannot recommend Zicasso's trip planner enough for her exceptional travel planning services! As frequent travelers, with experience working with various travel agents, we can confidently say she is by far the best we’ve ever encountered. From the very beginning, she took the time to learn our likes and dislikes, crafting a personalized itinerary that perfectly suited our preferences.

She coordinated a dream trip for us to Greece, planning two completely different weeks for our vacation. The first week was spent touring classical Greece, where we were fortunate to have a university professor as our tour guide, enriching our experience with incredible insights. The second week included a beautiful journey through the stunning islands of Greece. Every detail was planned exceptionally well and we felt fully taken care of throughout our trip.

In the past, we’ve faced issues with travel agents, where things fell through once we were on vacation. However, that was never the case with her. She was personally available to contact during our trip, which proved invaluable when our flight was delayed. In fact, she even helped us extend our trip by a day with only four days left, allowing us to visit Santorini, which was a highlight of our journey!

Her passion for her work shines through in every interaction. She genuinely cares about her clients and possesses amazing knowledge of travel destinations. Trust her and her recommendations to take care of your travel needs, and you will not be disappointed. Thanks to her for an unforgettable trip of a lifetime!

Reviewed By Cristie S.

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.

Reviewed By komal P.

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