Island Hop Through History: Unique Greek Island Hopping Itinerary

What to expect on this itinerary
During this luxurious 9-day excursion to Delos, Tinos, and Nea Kameni have been arranged for you to uncover the beauty, history, and culture of the remarkable Greek Islands. This vacation immerses you in the history and culture of each destination. Explore the iconic sites of the Acropolis, traverse the ruins of Akrotiri, venture to the charming island of Tinos, and uncover the diverse ancient history of Greece.
Customizable Itinerary
Athens – Tour the Acropolis
Your exclusively crafted trip, which has been designed with history and culture in mind, will begin when you land at Athens International Airport. Your private transfer will be waiting to escort you to your luxurious hotel. After you have had time to check-in and become acquainted with your new surroundings, your expert guide will arrive to begin your private tour of the Acropolis. Some of the first impressive sights that you will witness include the Theatre of Dionysus, the Parthenon, and the Erechtheion. Afterward, you will be transferred to the Acropolis Museum, which contains thousands of pieces of history that have been collected from the area surrounding the Acropolis.
What's Included:
Mykonos – Exclusive Tour of Mykonos
Mykonos – Immersion into Delos’ Culture
Mykonos – Discover the Church of Tinos
Santorini – Initial Impressions of Santorini
Santorini – Nea Kameni’s Volcano and Hot Springs
Crete – Tour Knossos Palace
Crete – Explore the Heraklion Archaeological Museum
Crete – Depart for Home
Trip Highlights
- Explore the iconic sites of the ancient Acropolis, including the unparalleled Parthenon
- Indulge in a visit to the intriguing Monastery of Panagia Tourliani, which dates back to the 16th century
- Discover the ancient island of Delos, which is a UNESCO World Heritage Site, during an exciting day-trip to the island
- Traverse the charming island of Tinos, which is considered the holiest Greek Island, during an exclusive excursion
- Uncover the ruins of Akrotiri, which is an archaeological site on Santorini
- Swim in the idyllic hot springs of Nea Kameni, which is a volcanic island near Santorini
- Marvel at the preserved frescoes of Knossos Palace, which is an ancient palace of Crete
- Delight in a private tour of the Heraklion Archaeological Museum, which is considered to be one of the premier museums in all of Greece
Detailed Description
A tour of the stunning islands of Greece can be considered a trip back in time because each island is full of history and intrigue. This luxurious, 9-day journey to discover the history and culture of the islands will begin the moment you land at Athens International Airport. One afternoon to discover the history of Greece’s capital city will be the perfect way to begin your trip. After checking in at your luxurious hotel, your afternoon will feature an exciting tour of the Acropolis. Your expert private guide will lead you around the fascinating ruins from the Theatre of Dionysus to the Parthenon. After you are left in awe of the ruins and temples that are still standing after centuries, your tour will continue to the renowned Acropolis Museum. Here, you will uncover more pieces of history as you witness a plethora of rare artifacts. After your tour nears its end, you will enjoy an evening in Athens at your leisure.
The following day, your immersive discovery of the Greek Islands will begin when you depart Athens via speed boat and venture to the island of Mykonos. You will be traveling in pure luxury as you cruise over the Aegean Sea and admire your gorgeous surroundings. The next three nights on Mykonos will lead you to the best parts of the island in addition to intriguing day trips to the nearby islands of Delos and Tinos. Historical attractions can be found around every corner alongside the island’s many wonderful shops and delicious restaurants. From the age-old windmills of Mykonos to the archaic ruins of Delos, you will discover nearly all that this idyllic destination has to offer. On day five, your journey will continue to the beautiful island of Santorini. Two nights on this island will allow you to engage in its lifestyle and culture. An exclusive tour of the island and an exciting day trip to the volcanic island of Nea Kameni will highlight your visit. The fascinating ruins of Akrotiri will be an archeological marvel, and to climb the crater of Nea Kameni’s volcano will be an unforgettable experience.
The final island destination of your luxurious, island-hopping adventure will be the ancient island of Crete. Crete is Greece’s largest island and is filled with an intriguing history that spans thousands of years. After you check-in to your opulent hotel in Heraklion, your first afternoon on the island will feature a visit to Knossos Palace. Your expert guide will lead you around the remains of the palace, and you will marvel at the details and design of the impressive structure. The following day, your discovery of Crete will continue with a guided tour of the Heraklion Archaeological Museum. The museum is considered to be one of the best in the world for Minoan art, and you will learn more about this ancient civilization as you view countless pieces of art and artifacts. Each room of the museum will fascinate and immerse you deeper into the culture of the island. On the morning of day nine, a brief flight will carry you back to Athens International Airport, where you will board your connecting flight home. You will leave Greece enriched and captivated by its history, culture, and beauty.
Every aspect of this luxurious, island-hopping adventure is customizable, so you will be able to adjust anything and everything about this itinerary to further accommodate your moods and desires once you are in Greece.
Starting Price
$3,900 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
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Verified Traveler Reviews
Based on 554 reviews
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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Our travel specialist was an exceptional travel planner. I have planned many trips and my experience with her was at the top. I actually investigated working with Zicasso because I was interested in leveraging the planning of my trip as a cultural exchange with someone in-country who could provide their personal perspectives and insider tips. She delivered!
Our travel specialist had dinner with us the first night and gave us all sorts of insights on Athens and her recommendations. She also gave us her cell number and was available 24/7 for any needs we had throughout the trip. I have never had service like this. She was truly incredible and helped us navigate last-minute changes or additions flawlessly and with no stress.
She found small, family-owned hotels with lots of character for us to stay in. She organized a once-in-a-lifetime trip to Santorini to participate in all of the many festivities surrounding Greek Orthodox Easter; so many traditions and so very different than our American Easter. It was authentic, joyful, and an incredible cultural exchange in that we were welcomed wholeheartedly by the people of Santorini.
The guides she provided were locals who had deep knowledge and high academic credentials, so traveling with them was like going back to school and learning in the most amazing fully immersive manner.
Our guide in Santorini mentioned we must not miss Akrotiri on Santorini, so we made time to fit in this unexpected tour; turns out it blew our mind: an ancient Minoan city... and some say it may have been the lost city of Atlantis. The story of the town and its demise is stunning. Then, a visit to Knossos in Heraklion, Crete, with our PhD guide, a cultural anthropologist and archaeologist. She was able to share the historical perspective on the Minoan Palace of Knossos, but also the contemporary study of the subject and how the work of "pre-history" civilizations is done with limited Minoan language and documentation.
Our travel specialist planned a flawless trip of a lifetime for us, but we also made a friend in Athens. We are so very grateful.
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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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The itinerary is not the best for the price we paid and for a family with two children. We thought we could come back to Greece, but after this trip, we might not come back or even use Zicasso again. Here are the reasons: 1. The hotels are subpar for the price we paid for this tour. Our hotel in Athens felt like a 2-star. Our hotel in Santorini has a great view, but it's just a view, no pool, etc. nearby. Our hotel in Crete is not near a beach, a 20-minute walk. 2. Too much time was wasted on travel from one location to the next (Santorini to Crete and Crete to Athens). 3. Four nights in Santorini with two children is overkill since there is not much to do other than take photos, hike, and that's basically it. 4. Some of the tours are okay but nothing special, i.e., the hiking tour in Crete where they call the "little forest" is merely just for the name. It has nothing to do with the tour guides. All tour guides are great. However, we feel the tour company is crafting ordinary tours, labels it special, and calls it private. 5. In Delphi, we could have had more time to look around after the two hours. If any of the tours were great, it was the tours we had in Athens and Delphi. If we had known this type of tour we received, we could have done an all-inclusive resort in Greece and done our own without having to go through Zicasso and the tour company.
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Zicasso’s travel company was awesome. Our agent did a great job planning our trip experiences. The execution of all the private drivers and excursions was perfect. The trip planner tool was great to use, as we referenced it every day. The hotels, in-region airlines, and ferry reservations and tickets were all perfectly planned and delivered. Our many scheduled drivers were all on time and courteous. Our drivers were great drivers and scholars. They provided awesome restaurant and pub recommendations.
We absolutely loved Santorini and the two excursions on that island. Both definitely exceeded our expectations. Our only excursion not rated five stars was the Jeep tour on Mykonos. Four of us were crammed into a closed, small Jeep and driven around the island with only a few stops. We were not taken to a top spot we heard about, which was the windmills and little Venice. We rate that excursion zero stars for those reasons.
All four trip participants agreed this was one of their best-ever vacations. We highly recommend this travel company for a great Greek vacation!
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