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

Three Weeks of Family Fun in the Gorgeous Greek Islands

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

Mykonos, Santorini, Naxos, Paros...

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Suggested Duration

21 Days

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.

Customizable Itinerary

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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.

Reviews of Zicasso's Referral Service

4.94 stars based on 2453 reviews.

Italy, Greece Travel Review: Como, Bellagio, Wine Tour,...

The overall trip was great. The weather was terrific and the countries we visited had so much to see. Zicasso's tour company did a good job of balancing relaxation with fun. Each of the guides we had was so pleasant and shared so much information with us. They were very attentive to our needs.

Reviewed By Nisha V.

Greece Trip Review: Athens, Milos, Acropolis, Food Tour,...

The trip was simply incredible! When I shared with Zicasso’s travel company that I was looking for a trip that combined sightseeing with relaxation, they listened! They planned an incredible trip, with exceptional attention to detail. Nothing was overlooked.

From our driver in Athens to our guides who showed us the archaeological sites and gave us an unforgettable food experience to our incredible driver in Milos!

The travel company was also available every time I messaged them a quick question. Thank you for the best vacation ever!

Reviewed By Dawn K.

Greece Trip Review: Santorini, Mykonos, Private Tours, 8...

We had been waiting over 25 years to take a trip to Greece and this did not disappoint! Zicasso's travel company was in constant communication with us to make sure everything was perfect and we were enjoying our trip.

Reviewed By Sarita G.

Greece Vacation Review: Naxos, Food Tour, 4 Nights

I would give Zicasso's travel agency 10 stars if I could! Our travel specialist was fantastic. I connected with her through Zicasso and we had a conversation about what I had in mind for my trip to Greece. She made excellent suggestions, I did a little research on my own, then ended up following all her suggestions, and I'm so glad I did. She was very knowledgeable about Greece and helpful to me in creating the kind of trip I was looking for.

We stayed on the island of Naxos. The hotel was very nice. The excursions our specialist booked for us (a food tour of the island and an all-day boat tour) were just right. The transportation she arranged for us was great. And best of all, she was easily accessible via messaging and always helpful when I had a question or needed guidance or reassurance on any part of the trip.

I loved that she also followed up after our tours and checked in periodically to make sure everything was going well. I really appreciated knowing that I had someone I could reach out to if needed. I highly recommend our great travel agent and really appreciate how she made our trip to Greece go so smoothly.

Reviewed By Mary P.

Greece, Italy Vacation Review: Athens, Private Tour, 18-Night...

Zicasso’s travel consultant and his entire team from Zicasso's travel agency were truly spectacular. We spent a long time planning a very involved trip and had many discussions with the travel consultant about very specific needs, wants, and desires long before we stepped on a plane.

We went to Greece and Italy, and all of the hotels, transports, and adventures were as good or better than we imagined. As a family, we were hoping for a trip of a lifetime and that is exactly what we got. He went above and beyond each step of the way. He even joined us one evening in Athens and took us on a private tour of some of his favorite places there!

I cannot thank and recommend him and his team enough. It’s a bit of a gamble planning such an intricate and expensive trip long distance. It was a magical time and all of it was due to the professionalism of the travel consultant. We are forever grateful!

Reviewed By Woody W.

Greece Travel Review: Crete, Odeon of Herodes Atticus, Philharmonic...

From start to finish, working with our Zicasso travel specialist and her company was an absolute pleasure. The planning process was seamless and once we arrived in Greece, communication was effortless, even while abroad. Every detail was handled with care, resulting in a truly luxurious trip.

The private drivers and tour guides were exceptional—punctual, knowledgeable, and genuinely warm—making every transfer and excursion feel effortless. The hotels were absolutely stunning, each offering unique character and world-class amenities.

One moment that really stood out was when we accidentally left our bathing suits on a hotel balcony in Crete. Without hesitation, our travel company arranged for a staff member to retrieve them, wash them, and ship them all the way back to our home in the United States. This level of thoughtfulness and service went far beyond our expectations.

If you’re looking for a flawlessly coordinated, luxurious, and highly personalized Greek vacation, I can’t recommend this travel company enough.

Reviewed By Brian L.

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