Family Friendly Greek Island Hopping Vacation

What to expect on this itinerary
The gorgeous Greek Islands are the perfect destination for a memorable and luxurious family vacation. Begin with a stay in Athens to discover the ancient sites of Greece’s capital city. The amazing Acropolis and sight of the Parthenon will leave you in awe before you depart via a private, high-speed boat for the exotic islands of Mykonos, Naxos, and Santorini. Pristine beaches, historical sites, and engaging family activities will be found on every island, and you can discover the best of the Greek Islands during this immersive and unforgettable, 9-day family vacation.
Customizable Itinerary
Athens – Arrive in Athens and Evening Show
Feelings of excitement will set in as you and your family land at the international airport in Athens on day one to begin your memorable vacation to the beautiful Greek islands. A visit to the capital city will be a great way to begin your trip. A mix of old and new, Athens is a fascinating and historic city that is filled with modern amenities and endless attractions. Upon your arrival, your transfer will lead you from the airport to your hotel that will be located in the heart of the city. After becoming acquainted with your room, you can begin to explore the city. Wonderful shops, historical landmarks, and delicious restaurants can found around every corner. After a savory dinner at an authentic restaurant, you will be led to a local theater for an amazing Greek dance show. Your whole family will take their seats in the auditorium to enjoy the performance, and during the show, you will see genuine Greek costumes, traditional dances, and live music. You will be immersed in the history and culture of Greece as you delight in every minute. After the show concludes, you will transfer back to your hotel as your first wonderful day in Greece comes to an end.
What's Included:
Athens – Explore the Sights of the Acropolis
Mykonos – Arrive in Mykonos and Family Cooking Class
Mykonos – Discover the Island and Beach
Naxos – Arrive in Naxos and Private Tour
Naxos – Time to Explore and Private Sailing Excursion
Santorini – Arrive in Santorini and Exclusive Tour
Santorini – Visit Monolithos Beach and the Village of Oia
Santorini – Depart for Home
Trip Highlights
- Immerse yourself in the culture of Greece as you view an authentic Greek dance show at a local theater
- Explore the sights of the Acropolis, including the amazing Parthenon and Temple of Athena Nike, during a private tour of Athens
- Indulge in a private family cooking class in Mykonos, where you will learn how to create authentic Greek dishes from professional chefs
- Discover the ancient windmills of Mykonos during an exclusive visit to the Kato Milli area
- Partake in an incredible, private sailing excursion during your exciting visit to the island of Naxos
- Uncover the history of Akrotiri, which is an ancient settlement on Santorini, during an intriguing, private tour
- Marvel at the stunning sea views and magnificent sunset during a visit to Oia, which is one of Santorini’s most popular villages
Detailed Description
The Greek Islands can easily be compared to paradise. With panoramic sea views, luxurious hotels, and gorgeous beaches, each and every island is truly breathtaking. You will experience the best of the islands on this amazing, 9-day vacation that is designed especially for families. The journey will begin when you arrive at Athens’ international airport on day one. A short stay in Greece’s capital city will be a great way to start your trip, and you will begin to immerse yourself in the culture of Greece when you experience an authentic Greek dance show on your first evening in the spectacular country. The following day, you will explore the ancient ruins and temples of the Acropolis on a private tour. The unparalleled Parthenon will be a sight that you will not soon forget, and in the afternoon, an intriguing visit to the Acropolis Museum will be an ideal way to end the tour and last day in Athens.
On the morning of day three, you will be led to the port to board a private, high-speed boat for the island of Mykonos. The island’s signature, whitewashed streets and buildings will welcome you, and once you get acquainted with your luxurious hotel, it will be time for an exciting family cooking class at a local restaurant. Here, you will learn the tips and techniques of authentic Greek cooking from professional chefs as you prepare and indulge in your own savory meal. The following day, a private tour will lead you to the unique towns and villages of the island, including the site of its well-known ancient windmills. Then, you will spend the majority of the day at one of Mykonos’ stunning beaches. On the morning of day five, you will once again board a private, high-speed boat to transfer to the next island: Naxos. On an exciting private tour, you will discover the island’s unique sites and artisanal shops. There will be time to further explore the island on the morning of day six before you and your family are transported out on a private sailing excursion, during which you will marvel at the stunning views and nearby landscapes as you are led around by your expert captain and guide. Once your boat ride concludes, you will delight in a final evening in Naxos at your leisure.
You will depart Naxos on the morning of day seven to head to your final island destination: Santorini. Once you check-in to the luxurious hotel with magnificent sea views, your local guide will arrive to lead you a private tour of the island. You will be able to see the ancient ruins at Akrotiri before transferring back to the Village of Thira to discover some of its unique shops. The next morning, you can bask in the warm sun of one of Santorini’s amazing beaches while time easily passes as you soak up the sun and crystal-clear waters. Later in the day, you will be led on a private tour of the Village of Oia. The highlight of this visit and the perfect way to end your day will be to watch the spectacular sunset from the Village’s idyllic location. On the morning of day nine, private transfers will return you to Athens and then to the airport for your return flight. Though you will not want your trip to end, the family memories that you will create during this wonderful vacation will last you a lifetime.
Consider reading some of our travelers’ Greece tour reviews for more ideas to perfect your dream Greek vacation.
Starting Price
$3,700 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.
Verified Traveler Reviews
Based on 3175 reviews
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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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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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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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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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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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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