Highlights of Greece and Italy Tour

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.
Customizable Itinerary
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:
Sorrento – Exploring the Bay of Naples and Isle of Capri
Naples – Legendary Ruins, Mount Vesuvius and a Modern Masterpiece
Naples – Art and Architecture of a Surprising Italian Masterpiece
Rome – First Footsteps in the Eternal City
Rome – Highlights of Rome
Rome – Vatican City Exploration
Nauplia – On the Seaside in Greece
Nauplia – Discovering Epidaurus and Mycenae
Athens – Breathing in the Antiquated History
Santorini – Blue and White Beauty
Santorini – Exploring and Relaxing on the Volcanic Isle
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)
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.
Verified Traveler Reviews
Based on 1304 reviews
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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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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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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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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We had a wonderful experience with our Zicasso travel specialist while planning our vacation in Greece. We had a group that consisted of two families; in total, eight people. Our travel specialist gave us recommendations based on the types of activities we wanted to do and the types of islands we were hoping to experience.
We stayed two nights in Athens, three nights on Naxos, and three nights in Santorini. The accommodations were fantastic! Every tour guide and driver was helpful and so kind.
When we wanted to add a stop in Naxos for an impromptu lunch, our guide was happy to detour and bring us to a place with the best gyros that the locals really enjoy! Everyone made us feel at home. Thank you for a beautiful trip and all the lovely memories!
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We had an amazing 2 weeks in Italy, from Rome, to Bari, Positano, Sorrento, and Naples. The planning and execution of our trip through Zicasso’s tour operator was flawless! They worked with me quite a bit in the planning phase to make sure this was going to be our dream trip.
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