Three Weeks of Family Fun in the Gorgeous Greek Islands

Private yacht anchored at Ksylobatis caves near Koufonisi, Cyclades, Greece.

What to expect on this itinerary

This 3-week tour of the Greek island offers your family some of the best experiences that Mykonos, Naxos, Paros, and Milos have to offer. From translucent seas to pristine beaches and unique activities, the Greek Islands offer an immersive experience that can be enjoyed by everyone in your family. Venture on a sailing tour, have a scavenger hunt-themed tour of Paros, and partake in a food tour in Santorini.

Countries Visited

Greece

Places Visited

Mykonos, Santorini, Naxos, Paros, Milos

Suggested Duration

21 Days

Customizable Itinerary

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Day 1

Mykonos – Introduction to Greece

When you land in Mykonos, a private driver will be waiting in the airport to greet and transfer you to your accommodation. After having some time to settle in and relax after your flight, your guide will lead you on a walking tour of Mykonos Town. Following your tour, you will enjoy an al fresco dinner by the sea. This will provide you with a relaxing introduction to the culture and cuisine of Mykonos.

What's Included:

Transfer
Accommodation
Tour
Dinner
Day 2 - 4

Mykonos – Immerse Yourself in Island Life

Day 5 - 7

Mykonos – Rhenia, Chora, and Delos

Day 8 - 9

Naxos – Visit a Cheese Farm

Day 10 - 12

Naxos – Adventure to Santorini

Day 13 - 14

Paros – Horseback Ride and Scavenger Hunt

Day 15 - 16

Paros – Private Food Tour

Day 17 - 20

Milos – The Splendor of Milos

Day 21

Milos – Departure

Trip Highlights

  • Bask in the sunshine and swim in the sea during a sailing tour that will take you to the best beaches of Mykonos
  • Venture to Santorini for an immersive tour of the island
  • Go on a gourmet food tour in Paros that will allow you to sample the of of the tastiest cuisine in the Greek Islands
  • Head to Delos for an intriguing day trip that will be complete with a storyteller guide
  • Have a scavenger hunt-themed tour of Paros, which allows you to witness the best of the island in a unique way
  • Sail to Rhenia and have the day to partake in a variety of watersports
  • Spend the day visiting a family-owned farm on Mykonos to witness traditional Greek Island farm life
  • Embark on a pirate-themed sail to the Kleftiko Caves
  • Journey to a Milos village and go fishing with a seasoned Greek sailor

Detailed Description

This Greek Island tour will begin in Mykonos, where you will have a walking tour of Mykonos Town. The following day will have you going on tour to the island’s noteworthy landmarks. Your third day in Mykonos will be filled with sunshine, sand, and the sea with a private tour of the best beaches on the southern coast. A family-owned farm will be your destination on day four. Here, you will be introduced to traditional farm life and learn about daily operations.

The following day, you will be swept away on a sailing excursion to the island of Rhenia. Afterward, you will head to Chora to dive into the world of traditional Greek baking. You will partake in a private baking class with a master baker. You will then make your way to Delos. Here, you will witness ancient marvels. In Naxos, you will spend an afternoon on a cheese farm that will allow you to sample some of the delicious cheese.

You will then be introduced to Naxos’ highlights by a local guide before transferring to Koufonisi Island.

Santorini will be your next destination and will present you with a morning yoga session and cooking class with a local master chef. Paros will then treat you to a horseback ride and picnic on the beach. The following day, you will be introduced to the island’s highlights, before indulging in a food tour. A day on a yacht day will then conclude your time on Paros. Upon your arrival in Milos, you will explore the Kleftiko Caves on a pirate-themed escapade before concluding your time in Greece with an off-road adventure tour.

Starting Price

$8,900 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.

4.9

Verified Traveler Reviews

Based on 535 reviews

Greece Anniversary Vacation Review: Athens, Mykonos, Santorini, Crete, Catamaran Cruise, Cooking Class, Wine Tasting, Hiking, Local Cuisine, 2-Week Trip

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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Greece Tour Review: Athens, Naxos, Santorini, Crete, Cuisine, RIB Experience, Cooking Class. 10 Nights

Fabulous, Fantastic, Fun! We had an absolutely amazing 10 days traveling in Athens, Naxos, Santorini, and Crete. We were traveling with four 20somethings with varied interests. Zicasso's tour planner listened to my description of what we were looking for and created a masterpiece of a trip!

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Greece Tour Review: Athens, Paros, Antiparos, Naxos, Santorini, Crete, Olive Oil Tasting, Wine Tasting, 18 Days

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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Greece Vacation Review: Athens, Naxos, Santorini, Acropolis, Wine Tasting, 11-Day Trip

Excellent! Everything was meticulously planned. All of our tours were very interesting and the drivers were courteous. We went to Athens, Naxos, and Santorini during our 11-day trip. Overall, I think our favorite place was Naxos, with Athens and the Acropolis being second, although the weather that morning was not the best. But our guide was excellent and kept us engaged while fighting rain and wind. As I mentioned, all the drivers and guides were excellent and I would highly recommend this trip. Santorini was beautiful too and the wine tour was extremely interesting. We highly recommend Zicasso.

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Greece Vacation Review: Athens, Santorini, Paros, Naoussa, Pottery Class, Sunset Cruise, Cooking Class, Beaches, Water Sports, 13-Day Trip

We thoroughly enjoyed our 13-day trip (June 8-21) to Athens, Santorini, and Paros, Greece, with our three grandchildren (ages 16, 14, and 12). Planning our dream trip was so easy with the help of Zicasso's travel specialist! We were super-impressed with his pre-trip planning. He took the time to gather information about us and our grandchildren to plan the perfect trip, taking into account our interests and travel expectations. It was especially beneficial to have his expertise as a long-time resident of the area.

From accommodations to tours to transportation, everything was perfectly planned and executed. The few mishaps we experienced were addressed immediately. It was wonderful to have the digital itinerary he prepared on all of our devices, so each participant could see and read about what we would be doing each day! We had access to the travel company's team 24/7 if we needed to contact them (which we did) and they were very attentive to our requests. I would highly recommend this travel company!

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Greece Tour Review: Athens, Santorini, Mykonos, History, Culture, Tradition, Local Cuisine, Shopping, 8 Nights

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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Customizable Itinerary

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

32,000+ Verified Traveler Reviews