Temples of Paestum, archeological area in Italy

Island Hop Through History: Unique Greek Island Hopping Itinerary

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Greece

Places Visited

Athens, Mykonos, Santorini, Crete

Suggested Duration

9 Days

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

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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.

Reviews of Zicasso's Referral Service

4.94 stars based on 2363 reviews.

Greece Tour Review: Athens, Santorini, Mykonos, History,...

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.

Reviewed By Vicki P.

Greece Vacation Review: History, Culture, Biking, Cuisine,...

We had an amazing experience working with Zicasso's travel specialist and her company's team for our two-week trip to Greece. The itinerary was thoughtful, family-friendly, and beautifully balanced, with just the right mix of cultural experiences, local flavor, recreation, and downtime. It was clear from the start that a great deal of care and collaboration went into planning this journey and the result was a trip perfectly suited to our family. Every stop, activity, and transition reflected a deep understanding of what would engage and inspire us.

What truly set our tour company apart was the exceptional Traveler Care team. Throughout the entire trip, they were consistently attentive, warm, and impressively responsive, often going above and beyond, even outside regular hours. Their real-time guidance and reassuring presence gave us complete peace of mind, allowing us to fully relax and enjoy the journey without ever feeling uncertain or unsupported.

We never once felt unsure or alone while navigating a multi-stop itinerary across several islands and regions. Thanks to the travel company, we were able to focus entirely on what mattered most: being present and making lifelong memories with our children.

If you’re planning a trip to Greece and want something truly unforgettable — not just a vacation, but a seamlessly orchestrated, soul-stirring, memory-making journey — you must work with this company! They took the time to truly understand our family and crafted an experience that felt uniquely ours at every step. Their combination of deep local expertise, personalized care, and flawless execution is nothing short of world-class. Every family should be so fortunate — the company is, quite simply, in a league of its own.

Reviewed By Chris T.

Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling,...

My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.

The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.

If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.

Reviewed By Grace B.

Greece Travel Review: Athens, Nafplio, Paros, Food Tour,...

Our Zicasso travel specialist and the team were great; helpful, immediately available when needed, and they ensured everything was as planned. The trip was wonderful, with great diversity in accommodations, activities, and locations. We really loved our time.

Reviewed By Tom O.

Greece Vacation Review: Santorini, 15-Day Trip

I cannot recommend Zicasso's trip planner enough for her exceptional travel planning services! As frequent travelers, with experience working with various travel agents, we can confidently say she is by far the best we’ve ever encountered. From the very beginning, she took the time to learn our likes and dislikes, crafting a personalized itinerary that perfectly suited our preferences.

She coordinated a dream trip for us to Greece, planning two completely different weeks for our vacation. The first week was spent touring classical Greece, where we were fortunate to have a university professor as our tour guide, enriching our experience with incredible insights. The second week included a beautiful journey through the stunning islands of Greece. Every detail was planned exceptionally well and we felt fully taken care of throughout our trip.

In the past, we’ve faced issues with travel agents, where things fell through once we were on vacation. However, that was never the case with her. She was personally available to contact during our trip, which proved invaluable when our flight was delayed. In fact, she even helped us extend our trip by a day with only four days left, allowing us to visit Santorini, which was a highlight of our journey!

Her passion for her work shines through in every interaction. She genuinely cares about her clients and possesses amazing knowledge of travel destinations. Trust her and her recommendations to take care of your travel needs, and you will not be disappointed. Thanks to her for an unforgettable trip of a lifetime!

Reviewed By Cristie S.

Greece Tour Review: Culture, 11 Days

Zicasso's travel agent was most helpful. The accommodations she picked were perfect and everything about each hotel was fantastic, from the service to the cleanliness and friendly staff. She was very quick to respond and provide insight. I would use her again for any of my travel needs!

Reviewed By Lainey B.

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