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 1442 reviews

Italy Trip Review: Naples, Amalfi Coast, Sorrento, Capri, Positano, Rome, Boat Ride, Cooking Class, Wine Tasting, Colosseum, 12 Days

I recently completed an incredible 12-day vacation in Italy, arranged by Zicasso’s travel company, and it was one of the best vacations I have ever had. From the initial planning with the travel specialist and her team to the seamless execution on the ground, everything exceeded my expectations for a luxury custom trip.

We started in Italy, where we were immediately met at the airport by a hostess who got us through all the lines in record time and into a Mercedes Sprinter van that took us to Naples. Naples offered us a really vibrant, authentic Italian feel, and the incredible food that the travel specialist recommended from the movie "Eat Pray Love" was the best pizza I’ve ever eaten in my life. I don’t think I can eat pizza in the United States anymore. The private drivers and guides made this whole trip stress-free.

Our next incredible experience was the dream-like Amalfi, Sorrento, and the Isle of Capri. The hotel in Positano was beautiful. We were enchanted with all the colorful cliffs, the boutique shopping, and the stunning view from our balcony room. Sorrento was my favorite city of all. It was very relaxed, with lemon groves everywhere and beautiful sunsets, and our hotel had balconies that opened up on the Mediterranean. The highlight of our trip was the island of Capri. The boat ride was just fantastic and we started at the top of the mountain and did the chairlift so we had a whole view of the city.

The highlights of the trip for me were the boat ride along the Amalfi Coast, the cooking class and wine experience at the female venture, and the wine by Mount Vesuvius.

Our last two nights were back in Rome and it was kind of hard to go from the low-key vibes of Sorrento to the action-packed atmosphere of Rome, but the hotel the travel specialist picked was just perfect. It was 10 minutes from the Spanish Steps and she arranged a tour of the underground Colosseum. I learned so much about everything in that area. All the guides, the drivers, everything was magical. I would highly recommend this travel specialist and the travel company.

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Italy Trip Review: Amalfi Coast, Herculaneum, Vatican, Capri, Pompeii, Naples, Sorrento, Pantheon, Boat Ride, Street Food Tour, History, Culture, Local Cuisine, 10 Days

We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.

Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.

There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.

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Greece Vacation Review: Athens, Naxos, Santorini, Acropolis, Wine Tasting, 11-Day Trip

Excellent! Everything was meticulously planned. All of our tours were very interesting and the drivers were courteous. We went to Athens, Naxos, and Santorini during our 11-day trip. Overall, I think our favorite place was Naxos, with Athens and the Acropolis being second, although the weather that morning was not the best. But our guide was excellent and kept us engaged while fighting rain and wind. As I mentioned, all the drivers and guides were excellent and I would highly recommend this trip. Santorini was beautiful too and the wine tour was extremely interesting. We highly recommend Zicasso.

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Greece Tour Review: Athens, Peloponnese, Santorini, Messinia, Voidokilia, Pylos, Methoni, Monemvasia, Nafplio, Mystras Castle, Polylimnio Waterfalls, Elafonisos, Olive Oil Tasting, Hiking, 10 Nights

We had a wonderful and memorable trip to Greece, thanks to the Zicasso travel specialist’s excellent planning. In addition to exploring Athens, she designed a seamless road trip across the Peloponnese Peninsula that took us to beautiful beaches and ancient castles in Messinia, Voidokilia, Pylos, Methoni, Monemvasia, and Nafplio. She also provided clear directions and recommended great stops to break up our drives, including Mystras Castle and the beautiful Polylimnio Waterfalls.

Our hotel accommodations were excellent throughout the trip and we really enjoyed our stay in beautiful Santorini. We also appreciated her restaurant recommendations, which saved us from having to search for places to eat and always led us to great food. She stayed in touch via WhatsApp the entire time, checking in on us and answering our questions whenever they came up. There is so much to see in Greece that we’ll definitely need to go back for another visit.

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Greece Anniversary Vacation Review: Athens, Mykonos, Santorini, Crete, Catamaran Cruise, Cooking Class, Wine Tasting, Hiking, Local Cuisine, 2-Week Trip

We recently returned from an incredible two-week Coral Anniversary trip to Greece and it exceeded every expectation. From the ancient wonders of Athens to the whitewashed villages of Mykonos, the dramatic cliffs of Santorini, and the authentic traditions of Crete, every stop offered something unique and unforgettable. Most importantly, the people we met along the way transformed a beautiful vacation into a truly special experience. The journey took us through Athens, Mykonos, Santorini, and Crete.

Outstanding Planning and Service

Every transfer, hotel, tour, ferry, flight, restaurant reservation, and activity was flawlessly coordinated by Zicasso's travel partner. The itinerary struck a perfect balance between guided experiences and personal exploration, allowing us to enjoy Greece without ever worrying about logistics.

Athens – History, Culture, and Exceptional Hospitality

Our stay at our hotel in Athens gave us incredible Acropolis views and a perfect base for exploring the city. Walking through the Acropolis with our guide and standing before the Parthenon was breathtaking. The Acropolis Museum and city highlights tour helped bring thousands of years of history to life.

One of the highlights of our anniversary celebration was dinner at a restaurant atop Lycabettus Hill. Watching the sun set behind the Acropolis while enjoying excellent Greek cuisine and wine was a magical experience and one we'll never forget.

We would especially like to recognize our driver in Athens. He was professional, knowledgeable, and genuinely invested in making our trip memorable. During our day exploring the Argolis region, Epidaurus, Mycenae, and the Nemea wine country, he provided insights that helped us better appreciate the history and culture of Greece.

What truly distinguished our driver was his attention to detail. While we were traveling along the Athenian Riviera toward Cape Sounion and the Temple of Poseidon, he realized we were hoping for a true seaside lunch experience. Without being asked, he contacted the travel company and coordinated everything to make a last-minute adjustment so we could enjoy lunch by the sea. That thoughtful gesture perfectly reflects the level of service he provided throughout our stay. It turned a wonderful day into one of our favorite memories of Athens.

Mykonos – Relaxation and the Beauty of the Aegean

Mykonos provided the perfect contrast to the historical focus of Athens. Staying at our hotel in Mykonos overlooking the Aegean Sea allowed us to fully appreciate the island's beauty.

We spent time exploring the charming streets of Mykonos Town, admiring the famous windmills, and enjoying the relaxed island atmosphere. A major highlight was our private catamaran cruise to Delos and Rhenia. Sailing through the crystal-clear waters of the Aegean while visiting the UNESCO World Heritage Site of Delos gave us a fascinating glimpse into one of the ancient world's most important religious centers. The secluded waters around Rhenia were stunning and provided some of the most beautiful scenery of our trip.

Santorini – Spectacular Views and Unforgettable Sunsets

Santorini is every bit as beautiful as the photographs suggest and somehow even more impressive in person. Our stay in Oia overlooking the caldera was breathtaking. Whether enjoying breakfast with panoramic views or simply walking through the village, every moment felt special.

The wine-tasting experiences at a winery were outstanding. Sampling the island's distinctive Assyrtiko wines while learning about Santorini's unique volcanic terroir gave us a new appreciation for Greek winemaking. The carefully paired food-and-wine experiences were among the culinary highlights of the entire trip.

Our private sunset catamaran cruise around the caldera, White Beach, Red Beach, Black Beach, hot springs, and the volcano was another unforgettable experience. Watching the sunset from the water while enjoying dinner and local wine created one of the most memorable evenings of our anniversary trip.

Crete – The Heart of Greece

As amazing as Athens, Mykonos, and Santorini were, Crete became our favorite part of the journey.

Our quick stop at Knossos Palace and the historic city of Rethymnon allowed us to learn about the Minoan civilization and experience the rich blend of Venetian and Ottoman influences that define the island. The old Venetian harbor in Chania was equally impressive and provided a spectacular setting for our stay.

Samaria Gorge

One of the most rewarding experiences of our entire trip was hiking the Samaria Gorge. Covering 11 miles through one of Europe's most spectacular natural settings was challenging and incredibly rewarding. The dramatic cliffs, pristine landscape, and sheer scale of the gorge were unlike anything we had experienced before.

A tremendous part of that experience was our guide. Our guide brought expertise, enthusiasm, and a genuine passion for Crete that elevated the hike far beyond a typical excursion. His knowledge of the region, local culture, and natural environment made every step more meaningful.

Kissamos Villages and Cooking Class

Our final full day in Crete may have been the most authentic and memorable day of the entire trip.

The tour of the traditional villages of Kissamos provided a fascinating look at everyday Cretan life. Learning about olive oil production, tasting regional products, and experiencing rural villages gave us a perspective on Crete that most visitors never see.

The cooking class that followed was exceptional. Our host created an atmosphere that felt less like a tour and more like spending a day with friends. Together with his mother, he shared not only recipes, but the stories, traditions, and values that make Cretan culture so special.

For anyone traveling to Crete, we cannot recommend this tour company highly enough. Their commitment to authentic local experiences is truly outstanding.

This trip exceeded our expectations in every possible way. We experienced world-famous historical sites, breathtaking landscapes, incredible food and wine, beautiful hotels, and unforgettable adventures. Yet what we will remember most are the people who made the experience so special.

We returned home with wonderful memories, a deeper appreciation for Greek culture, and gratitude for everyone who helped make our anniversary celebration the trip of a lifetime.

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Italy Travel Review: Venice, Pompeii, Vatican City, Sorrento, Capri, 1 Week

I thought the Zicasso travel specialist's itinerary was just about right for being able to fit everything in. We got a great taste of three major areas of Italy and it was fabulous. I especially enjoyed the personal tours. We had a few minor mishaps when meeting drivers and transportation providers, but in the end, it all worked out. The Pompeii personal tour was a highlight.

One bit of advice would be for Capri. I would not recommend going there unless you have arranged private, personal transport. What we did, at the suggestion of the tour guide, was get a private hop-on, hop-off bus ticket, but we spent all of our time waiting in chaos, with no organization. I would only do it again with a private driver; otherwise, it is a waste of time.

All in all, the trip was wonderful! We all had a great time.

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Customizable Itinerary

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

32,000+ Verified Traveler Reviews