Best of Greece Island Hopping Itinerary

What to expect on this itinerary
Amazing views, beautiful waters, and delicious cuisine are just a few things that you should expect during your 8-day, highlights tour through Greece. The islands of Greece are renowned for their beauty and remarkable location, and you will discover the best of these islands. Begin in the capital city of Athens, which is full of history and culture, before embarking via private boat for the islands of Mykonos, Santorini, and Ios. From golden beaches with sparkling waters to historic attractions and mouthwatering restaurants, your stay on each Greek island will be unforgettable. Experience the essential and breathtaking highlights of these islands during this luxurious and memorable 8-day trip through Greece.
Customizable Itinerary
Athens – Arrive in Athens
The islands of Greece are each unique but equally picturesque and beautiful. You will arrive at Athens International Airport in Athens on day one to begin your exciting exploration of these amazing islands. A private transfer will greet you upon your arrival and lead you to your luxurious hotel that will be located in the heart of Athens. A brief stay in Greece’s capital city will be an ideal way to start your adventure before you head to the islands. Athens is an ancient city that is filled with historical landmarks. At the same time, the capital is a business and economic center. You can begin to explore the city on your own, where you can wander the streets that are filled with locals and tourists alike and feel the enthralling culture. The mouthwatering scents that emanate from the city’s many restaurants will draw you in for your first dinner in Greece. You can delight in a warm moussaka, which is a traditional Greek dish of eggplant, tomatoes, and meat, before returning to your hotel for the night.
What's Included:
Athens – See the Sights of the Acropolis
Mykonos – Arrive in Mykonos and Time to Explore
Mykonos – Tour Mykonos and Discover the Beach
Santorini – Arrive in Santorini and Tour Akrotiri
Santorini – Discover More of the Island
Ios – Arrive in Ios and Time at Leisure
Ios – Depart for Home
Trip Highlights
- Marvel at the historical sights of the Acropolis, including the famous Parthenon, during a private tour in the capital city of Athens
- Travel in true luxury as you jaunt from one idyllic Greek Island to the next via private boat
- Witness the famous windmills of Mykonos, which date back hundreds of years
- Explore the pristine beaches and beautiful sights of Santorini during an unforgettable two-night stay on the magnificent island
- Uncover the fascinating remains of Akrotiri, which is an ancient settlement on Santorini that remained under volcanic ash for centuries
- Discover the intriguing island of Ios, which is filled with scenic and historic attractions
Detailed Description
The first sights of Greece will come into view when you land at Athens International Airport on day one to begin your exciting discovery of the country’s gorgeous islands. A brief stay in Athens will be the ideal way to begin the journey. You will visit the Acropolis for a peek into the times of ancient Greece. The many remains will fascinate you, the grandeur of the Parthenon will leave you in awe, and the delicious flavors of Greek food will delight you as you fully immerse in the culture of Greece.
On the morning of day three, you will leave Athens and transfer to the first idyllic island of Mykonos. As you cruise across the sea in your private boat, feelings of luxury and relaxation will begin to reveal themselves. Upon your arrival in Mykonos, you will be whisked away to your luxurious hotel, which will be ideally situated on the clear blue waters. You can then begin to explore the island and all of its charm such as the whitewashed and narrow streets that are filled with delightful shops before the delectable scents that emanate from the restaurants lure you in for a tasty meal. You will see more of Mykonos during a private tour on day four. From the symbolic windmills to an ancient monastery, you will discover the history of the island firsthand. In the afternoon, it will be time to transfer to one of the many wonderful beaches. Ornos Beach will be the ideal place to relax and unwind for the remainder of your day.
After breakfast on day five, you will once again board your private boat and set sail for the next island destination of Santorini. After you arrive on the scenic island and become acquainted with your luxurious hotel, a local guide will lead you on a tour of the ancient site of Akrotiri. The site was buried under volcanic ash for centuries and is home to many beautiful and well-preserved frescoes. After the day’s tour, the sparkling sands will beckon you to explore some of the island’s beaches, and you can also discover more of Santorini with guided tours of the Villages of Fira and Oia on day six. From the quaint shops with handmade goods in Fira to the spectacular sunset in Oia, you will delight in absolute serenity every minute of the day.
On the morning of day seven, you will board a private boat and head to Ios, which is the final island of your adventure through the Greek Isles. Your time in Ios will be at your leisure, and you will find the historical sites, fantastic beaches, and savory cuisine absolutely delightful. You can soak up the last rays of sun on the morning of day eight before your private transfer returns you to the mainland of Greece and then to Athens International Airport for your return flight. You will leave Greece fully enthralled with its breathtaking and awe-inspiring islands.
Read more here about the other exceptional experiences our travelers have appreciated in their travel reviews of Greece.
Starting Price
$3,300 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.
Verified Traveler Reviews
Based on 554 reviews
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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We loved our trip! My recent trip to Greece was truly unforgettable and I cannot say enough good things about the Zicasso travel company that helped make it happen.
From the moment we arrived in Athens until our final day, every detail was thoughtfully planned and organized. The itinerary was the perfect balance of sightseeing, relaxation, and experiencing the local culture. We visited incredible destinations, including Athens, Mykonos, and Santorini, and each stop offered something unique and memorable.
The accommodations were excellent, transportation between islands was seamless, and the recommendations for restaurants, activities, and attractions were outstanding. Having everything arranged ahead of time allowed us to fully enjoy the experience without worrying about logistics.
One of the things I appreciated most was how responsive and helpful the team was throughout the planning process. They made the trip feel personalized to our interests and ensured everything ran smoothly.
Greece exceeded every expectation and I am so grateful for the expertise and attention to detail that went into planning this adventure. I would highly recommend this company to anyone looking for a stress-free, well-organized, and unforgettable travel experience. We made memories that will last a lifetime!
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We had a very good trip to Greece with Zicasso's travel specialist. We traveled to Athens, Mykonos, and Santorini with a group of six (three couples). They did a good job of finding nice and convenient hotels in each location, and we were also pleased with the Acropolis tour, food tours, and catamaran trip we took during the week.
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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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I could not ask for a better partner and travel company than this one. I reached out on short notice, looking to plan a two-and-a-half-week trip to Greece to explore Athens and some islands (Paros, Antiparos, Naxos, Santorini, Crete). I provided our Zicasso travel specialist with some of my interests, guidelines for my travel style, and the kind of trip I was looking to plan, and she delivered all of that and more!
She developed an itinerary that provided me with exactly what I was looking for and gave me some specific recommendations for restaurants, experiences, and things to do in each location. It was an absolutely incredible trip, all made possible by our travel specialist and her team. Her assistance, guidance, and the time and attention to detail that she put in made it an amazing journey. She was incredibly responsive and even checked in with me throughout the trip to make sure everything was okay and to provide me with any updates. Everyone should only be so lucky to have our travel specialist help plan such a wonderful experience, and I can't wait to work with her again to plan another fantastic adventure!
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I originally reached out to Zicasso to find a travel agent to handle our two-week trip to Greece. Zicasso provided me with three travel company options and, after speaking with each, I decided to work with this travel company. The travel specialist turned out to be the best decision I could have made.
Our travel specialist and the travel company team were absolutely amazing and thorough. We planned the trip for me, my wife, brother, and sister-in-law. Every step of the planning process was informative and the travel specialist gave us her best advice leading up to the trip. She answered many of our questions and researched the things we wanted to do while in Greece.
Once we were on the trip, we communicated almost daily with the travel specialist and she remained readily available. She was extremely responsive. It was always a relief during transfer pick-ups to see the travel company’s signs, so we knew who to connect with.
Our two-week Greece adventure through Athens, Mykonos, Santorini, and Crete was perfect, and we could tell that the work the travel specialist and the team put in ensured that success. This was a vacation dream of a lifetime, thanks to the travel specialist, the travel company, and Zicasso.
Kudos to Zicasso for recommending the travel company at the beginning and I would highly recommend Zicasso and our travel company to anyone interested in traveling to Greece.
Gratitude and appreciation to all for a trip we will never forget!!!!
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