Best of Greece Island Hopping Itinerary

The Island of Los is one of the most beautiful islands in Greece.

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.

Countries Visited

Greece

Places Visited

Athens, Mykonos, Santorini, Ios

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Breakfast
Day 2

Athens – See the Sights of the Acropolis

Day 3

Mykonos – Arrive in Mykonos and Time to Explore

Day 4

Mykonos – Tour Mykonos and Discover the Beach

Day 5

Santorini – Arrive in Santorini and Tour Akrotiri

Day 6

Santorini – Discover More of the Island

Day 7

Ios – Arrive in Ios and Time at Leisure

Day 8

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

$2,600 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 1245 reviews

Review: Luxury Greece Vacation, Mykonos, Crete, Santorini, Delos, Chania, Athens, Acropolis, Constitution Square, Knossos Palace

This Greece travel company did a great job setting us up at ideal locations in Athens, Mykonos and Santorini. All were located in the central area, right near the center of each town for shopping and restaurants. The people at the hotels were really nice and everything was very organized that we did not have to worry about anything.

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Luxury Greece Trip Review: Crete, Santorini, Athens, Catamaran Sunset Cruise, Acropolis, Botanical Gardens, Changing of the Guard
Traveled to several locations on Crete, Santorini, and Athens Greece having use this Travel Agency working with Dimitrios.Dimitrios was very helpful and responsive to my emails and calls and worked to understand the type of trip I was looking to put together. From the type and location of hotel properties, to the type of tour activities, he stuck with me through the process to make the trip - exactly what we wanted. And he even met up with us in Athens over lunch.As for the trip itself - many companies encouraged Santorini, Mykonos and Athens. I can not say enough about Crete - except that I wish I had more time there. If you can spend the time - Crete is a far superior destination to many of the smaller island - and should not be missed. We were in Santorini near the end of 'the season' - and we truly enjoyed missing the crowds. We got to relax and sit and enjoy. And of course the feel of the island - and the sunsets are - just as 'advertised'. Oh - and I thought the whole Catamaran Sunset Cruise thing was going to be a little 'touristy' but it was truly a great experience. Great to get in the water. Great to see the island from another perspective. Great staff and great food. (Have I overused the word Great?.... No. It was.)Athens - it turns out - is more than just the Acropolis. We truly enjoyed the Botanical Gardens, Changing of the Guard, walking down streets to find a hidden gem of a cafe or shop. And the people of Athens (Greeks and visitors both) were wonderful.We do wish we had more time - on Crete and to see more of the mainland as there are so many other places we did not have time to get to.... But we will come back.Great trip. Thank you travel company. Thank you Dimitrios. Thank you to the people of Greece!!

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Review: Anniversary Vacation in Greece, Athens, Santorini, Mykonos, Crete, Delos, Knossos Palace, Acropolis Tour, Catamaran Cruise

We booked a 2 week vacation to Greece with this agent and travel company for the end of May.   Our travel agent helped us plan the perfect vacation for our 25th wedding anniversary. It was the most incredible trip, more than we could ever have imagined! She planned accommodations, excursions and tours at each place we visited that highlighted each place.  We started our trip in Athens for 3 nights, Crete 3 nights, Mykonos 3 nights and Santorini for 4 nights.

We were met promptly at the Athens airport by our driver taken to our Hotel in Athens where we were met by our agent personally to give us all of our tickets and instructions for our stay in Greece. As well she gave us a cell phone programmed with her number and the travel agency in case we had any issues during our time in Greece.

We stayed at the foot of the Acropolis in Athens at a wonderful boutique hotel. Our trip started with a private tour(highly recommend)  of the Archeological museum of Athens ,the Acropolis and the area surrounding. Truly specials and unforgettable! A romantic dinner at a beautiful restaurant in the center of Athens.  Watching the sun set on the Acropolis with all of Athens at our feet...stunning. A free day to explore a bit of the ancient and beautiful city then onto Crete.

We were met by a delightful young man, who was our guide for all 3 days on this amazing island. Wine tours, Palace of King Mynos at Knossos, ancient cities Rhethmynon and Chania, beautiful beaches and stunning views. We fell in love with Crete.

Then Mykonos. A beautiful little jewel of an island with beautiful beaches and ancient cities once attacked by pirates. A romantic dinner, tour of the island of Delos (incredible!) and getting lost in the maze of streets that make up Mykonos town.

Then onto Santorini. A jewel in the beauty of the Aegean Sea. Stunning hotel on the cliffs with a view that you never tired of, wine tours, a full day Catamaran sail to beaches and the Caldera ending with a magnificent sunset at Land's End. Santorini was the cherry on top of the trip. Truly a stunning island.

And everywhere we went the friendly, hospitable and welcoming Greek people.  We can't say enough on how well orchestrated this trip was. We had flawless connections, over-the-top accommodations, incredible guides, amazing excursions that did not disappoint at any of our island visits.  "More than we could have ever imagined" is how we describe this trip to friends and family.  We highly recommend this company and the travel agent who planned a trip exactly to fit us personally.

Thank you Zicasso for your stellar travel agents and fantastic job of Jackie who paired us up with such great agents to choose from.

Tanya and Ross

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Greece Luxury Trip Review: Athens, Mykonos, Santorini, Crete, 10-Day Tour
"Our Zicasso travel agent assisted my wife and me on a wonderful trip of a lifetime. All we had to do was enjoy ourselves."

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Travel Review: Luxury Greece Vacation, Crete, Mykonos, Santorini, Heraklion, Dragon's Island, Sunset Catamaran Cruise, Fine Dining

The Envy of Social Media: My trip began in Athens, that included an impromptu night out until 7am, a relaxing spa treatment at our hotel, and a 10 course meal at the 2 Michelin starred Spondi.  From here, we flew Aegean Air to Mykonos, where we found our only hiccup, as the hotel was clearly behind in their recent renovations and could've used a solid week or two before opening their doors to us.  That said, the views were spectacular, and all excursions were fantastic (sunset catamaran is a must!), as well as a day boat tour to private beaches and Dragon's Island. Local tip: Oti Apomeine - roasted piglet on a spitfire. Eat here! From Mykonos, we headed to Santorini, and by far my favorite hotel I have EVER stayed at.  This place is a must. The service was nothing short of 5 star with the staff remembering every detail of our preferences.  The views were breathtaking, and we enjoyed the donkey ride up the mountain as well as local faves. No view will ever compare to here. We left Santorini for Heraklion, which I must say I would skip in the future - it's a large city, with a legitimate TexMex restaurant, but the hotel selection is more for business than pleasure and the ferry ride over was terrifying as we hit rough water.  From Heraklion we did a wine tour at Dourakis Winery - a total highlight.  And we ended our trip in seaside Chania Town, while a little touristy, the hotel was another gem. Walk the streets, hit the beach, buy some local art! My agent worked with me to very specific requests for the level of luxury I was after, and having a member of their team greet us in every city kicked off each new adventure.  This was a great balance of being on your own schedule, but with the comfort of having a local contact for any issues.  Also, having all transports included was SUCH a bonus.  Truly, this was dream vacation out of the movies, and the comments from friends back home all expressed their envy.  I would 100% recommend this company as well as this trip!! Efcharisto!!

efcharistó

efcharistó

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Luxury Vacation Review: Greece, Crete, Naxos Villages & Winery, Mykonos, Santorini, Athens, History
I consider myself a traveler but had never been to Greece before and wanted to ‘do it right’. I had a three week timeframe to spend in the islands.  Of course Mykonos and Santorini were on my list and I looked to this travel team for additional recommendations.  They suggested Crete and Naxos.  It was a wonderful and interesting mix.  From our Acropolis tour in Athens, authentic Naxos tour of villages and winery, every detail was meticulously tended to and this travel team checked in with me multiple times throughout my journey.  All transfers and guides were timely, knowledgeable and very nice people. Several of the guides felt like friends by the time we concluded.  The travel planner of this team was responsive to my inquiries and did a very good job of delivering the best Greece had to offer! 

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews