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 3156 reviews

Lori W.
Greece Tour Review: Athens, Naxos, Santorini, Akrotiri, Winery, Volcano, Walking Food Tour, 8 Nights

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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Gus V.
Greece Travel Review: Paros, Santorini, Private Sailing Experience, 9 Nights

Zicasso's travel expert was very professional. She answered all my questions promptly and made sure to book the tours and hotels that fit our needs. Highly recommend.

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Shaun B.
Greece Honeymoon Review: 11 Days

Our 11-day honeymoon in Greece was nothing short of magical—and we owe so much of that to our Zicasso travel specialist and the entire team at her company. From the very start, they worked within our budget and offered a flexible payment plan that made planning feel manageable and stress-free.

As our trip approached, we had a thorough planning call with our specialist. She walked us through every detail of our itinerary, which completely put us at ease. That level of preparation meant we could focus on enjoying the moment instead of worrying about logistics.

Once we landed in Athens, the travel company was just a WhatsApp message away. Anytime we had a question—no matter how small—they responded within minutes. That kind of real-time support made us feel cared for the entire time.

The accommodations they booked were absolutely out of this world. Each hotel felt handpicked just for us—luxurious, romantic, and incredibly welcoming. It was clear the company has strong relationships with local vendors because we were treated like royalty everywhere we went.

As a gay couple, we also appreciated how safe, inclusive, and celebrated we felt throughout the trip. Every detail was thoughtfully planned with us in mind.

We’d recommend our travel company 1,000 times out of 10. If you're planning a gay honeymoon—or any trip to Greece—look no further. This was truly the trip of a lifetime.

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Shilpa M.
Greece Trip Review: History, Local Cuisine, Scenery, 2 Weeks

Zicasso's travel specialist and her company did an amazing job of planning the most incredible and memorable trip for my family of five.

Every detail was meticulously thought out and perfectly executed. Every transfer was spacious and, thankfully, air conditioned. Each boutique hotel booked was unique and beautiful, with stunning views and amenities offered. Every excursion with English-speaking guides was incredible. The guides were knowledgeable and super-friendly.

We can't thank our travel specialist and her team enough for this amazing trip. We have memories for a lifetime!! I highly recommend using her for your next trip to Greece or Europe.

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Khristine A.
Greece Family Vacation Review: Santorini, Athens, Chania, Skiathos, Acropolis, Catamaran Sunset Cruise, Boat Ride, Private Tour, Old Town, Culture, 13 Days

It was our family's first time visiting Greece. We've always wanted to see the country and there were so many good things we'd heard about Greece.

There were a couple of things that made this trip very special. First, our youngest daughter's request for her 16th birthday was to go as a family and celebrate it in Greece. Second, none of us had ever been to Greece (on our previous trips, either my husband and/or I had been there or it was our family's second time there), so experiencing it together for the first time was really special.

Zicasso gave us two very good Greek travel companies. Both presented interesting itineraries to us. It was a year of planning and I'd gone back and forth with both travel companies with revisions of itineraries and, of course, the cost.

What made us choose this travel company was that the specialist was very honest, upfront, and very accommodating. He gave his honest opinion when I asked him about certain excursion activities or even restaurants (social media makes it really look good, especially for people who have not been there), and he did not pressure or force us into doing activities that did not interest us. He wanted to make sure we got to experience the best, but he was also very mindful of the costs. I had many back and forth conversations with him via texts, emails, or phone calls. He wanted to get to know our family. When I told him about our daughter's 16th birthday requests, he made sure he got every detail of what would make her birthday special. He also asked me about the interests of our eldest daughter because he wanted to surprise her with something special from Greece. That says a lot about the travel specialist and his company; they are personal and it's not just pure business for them.

A few days before we left the US, he called us so we could reschedule our flights (Santorini to Athens) to an earlier time going back home because he was concerned we may miss our connecting flights. Who does that? This just shows he checks every detail and wanted to make sure that even before we left the US, up to the time we arrived back home, everything was taken care of.

We had the best vacation in Greece. We did not worry about anything the entire time. The travel company was in constant communication with us. They created a WhatsApp group chat which made it so much easier. They gave us daily reminders and they arranged everything for us. We felt that the entire trip was customized for our family. The "Mamma Mia" island tour and birthday celebration for our daughter was perfect. The restaurant in Kolios was a great recommendation, and when I asked him to reserve the specific table and have a little birthday decoration for my daughter, it was accomplished.

Chania was amazing; both me and my husband loved this place. The view from our hotel room on Zampeliou Street, overlooking the old harbour and the Cretan Sea with the lighthouse, was breathtaking. We enjoyed walking through the streets of the Old Town of Chania.

We thought Santorini would be overcrowded, but we had a great tour guide who knew where to take us first to avoid crowds, and he gave us really helpful advice to go around the island. He took us to the little hidden alleys and showed how locals live. We ended up really loving the island.

We enjoyed every activity planned for us. We enjoyed our stay at our hotels. Mine and my husband's favorite were the hotel in Kalamata and the one in Chania. We really liked the view of the Acropolis from our rooms at the hotel in Athina, and that hotel was very convenient. We also enjoyed their breakfast there. The girls enjoyed the hotel in Skiathos because of how close it was to the beach, and they loved the "Mamma Mia" boat tour.

We each have our own favorite activities/tour/tour guides, but overall, our family had an amazing time in Greece – the way the travel agent and the entire team did a phenomenal job. The way the itinerary was put together and the timing for each place/island was just perfect for us. They exceeded our expectations. We fell in love with Greece, the culture, and the people, who were all so kind, nice, and very hospitable (not once did we have a bad encounter). We will definitely go back; there is so much more to explore and we'll definitely be working with this travel company in the future.

We only have good things to say about our Greece vacation and we highly recommend this travel agency. We've been to other countries and worked with other travel companies. In our opinion, this one was the best travel company we've ever worked with.

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Kerry R.
Greece Trip Review: Athens, Naxos, Acropolis, Delphi, Meteora, 10-Day Tour

Zicasso's travel agent took great care of my family, planning an excellent trip, with revisions based on our interests, and was quick to respond to my emails. He took care of the necessary arrangements when the ferry was unexpectedly cancelled.

We stayed in beautiful hotels and enjoyed our tours with knowledgeable guides and drivers. Our trip to Delphi and Meteora was a highlight of our trip. We had a great driver there.

Highly recommend!

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Customizable Itinerary

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

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