Two-Week Family Vacation: Myths & Wonders of Greece

What to expect on this itinerary
Your two-week family Greece tour will bring adventure and timeless memories on an immersive excursion into marvelous history, enchanting scenery, and captivating mythology. Medieval homes and Venetian towers, ancient temples, and preserved villages will highlight the wonders of the heritage. Swim in the warm Aegean Sea, follow in the footsteps of Zeus and enjoy masterful flavors of traditional cuisine for the ultimate family-friendly Greece tour.
Customizable Itinerary
Athens – Arrive in Athens with an Introductory Cultural Tour
The dynamic city of Athens reveals ancient history in a modern world to celebrate the “Cradle of Western Civilization.” The Parthenon crowns the Acropolis summit with a harmonic design that reflects the ingenuity of the architects and their desire to make the structure look symmetrical from every angle. As the emblem of Greece, the Parthenon dates back of the fifth century BC and continues to draw visitors from around the world to view the iconic image of philosophy’s Golden Age. As soon as you arrive at Athens International Airport, your private transfer greets you at customs and escorts you into the heart of the bustling city, usually with your first views of these historic areas possible.
You will have time to settle into your hotel, and depending on the time of day and your energy levels, you can wander the Agora, or simply rest up for all that is in store as your vacation begins.
What's Included:
Athens – Discover the Acropolis and the Ancient Mythology of Greece
Athens – Adventure along the Saronic Gulf on a Fishing Boat
Crete – Travel to Chania, Crete with the Day at your Leisure
Crete – Uncover Ancient History and Mythology around Chania
Crete – Sample the Delicacies of Cretan Olive Oil and Cheeses
Crete – Explore the Majesty of Vamos Village and the Cretan Scenery
Crete – Traverse Rethymnon Beach, Ancient Knossos, and Heraklion
Santorini – Venture to Santorini to Tour the Island’s Hidden Charms
Santorini – The Rich History of Akrotiri before a Catamaran Ride
Naxos – Arrive in Naxos by Ferry with the Remaining Day at Leisure
Naxos – Delight in an Active Scenic Hike across Naxos
Naxos – Relish a Family Horseback Riding Excursion along the Coast
Naxos – Depart for Home
Trip Highlights
- Relish a full immersion into the history of Athens and Greek mythology with a full day tour of the city-state bringing the family up close to the Parthenon
- Indulge in the rich and bright flavor of Cretan cuisine with a private cooking class and culinary tasting excursion in a mountain village on Crete
- Dive into the fascinating stories of Greek legend at the Palace of Knossos in Heraklion, home to the infamous Minotaur
- Uncover the magnificent preserved history of Akrotiri on Santorini, a Minoan city buried in ash and pumice after a massive volcanic eruption
- Trek to the top of Mount Zeus on the island of Naxos for insight into the childhood home of Olympian Zeus
- Enjoy the soft sands, bright sunlight, and warm waters of a Cretan beach on the outskirts of charming Rethymnon
- Sail over the glowing waters of the Saronic Gulf on a fishing boat while learning the traditional techniques of Greek fishermen
- Traverse the lush hillsides and enjoy stunning panoramic views of Naxos on a horseback riding excursion to the marbled village of Apiranthos
Detailed Description
History and mythology will blur together for an impressive display of ancient ruins and fantastical artwork, family recipes, and enchanting island scenery during your two-week family trip to Greece. Athens represents the birth of Western Civilization, and the Cyclades reflect the surprising splendor of nature. Crete combines the fascinating allure of Venetian seaside architecture with the ancient grandeur of Minoan civilization. You will venture across the sparkling blue waters of the Mediterranean Sea for radiant beaches, soaring mountains, and captivating village life steeped in excitement for the whole family whether traveling with small children, big kids or teens.
Your adventure begins in Athens, the capital of Greece and home to the renowned ancient temple known as the Parthenon. Three nights in the bustling city will reveal a fantastic new perspective on the welcoming neighborhoods, boutique shops, vibrant cafes, and remarkable ancient sites. Visit the Acropolis and the Temple of the Olympian Zeus, and then wander through the grand Agora and spend time sailing the waters of the Saronic Gulf guided by fishers for insight into the age-old practice as well as a chance to enjoy the tranquil site of a secluded bay.
Five nights on Crete allows the family to discover the grandeur of Greece’s largest island with over 621 miles of coastline. Relish time in the charming towns adorned with colorful Venetian harbors with maze-like alleyways and traverse the Bronze-Age ruins highlighting the fascinating advances the ancient civilization ranging from strong walls to magnificent palaces and sophisticated frescoes. Relax on the beach, sample the local cuisine with a cooking class in a quiet village, and explore the countryside for a look at the often passed-over areas of the beautiful island.
Once in Santorini, the images of the Cyclades spring to life along the caldera with churches decorated with whitewashed walls and blue rooftops. Explore the rich history of the volcanic island at the local museum in Fira collecting artifacts from the ancient city of Akrotiri before visiting the city itself, often referred to as the “Greek Pompeii.” Sail around the glowing caldera for an enchanting sunset and views of the homes clinging to the cliffs. In Naxos, you all can relax on one of the most majestic but often overlooked Cycladic island as you trek to the top of Mount Zas for a deeper connection with Zeus, and then enjoy riding on horseback through the hilly countryside to reach a secluded village crafted in glistening marble. You can wander the elegant streets Naxos Town or relax on the sands of a celebrated beach in view of the famous columns once belonging to the Temple of Apollo. Looking for the best Greece travel experiences? Consider browsing our Greece travel reviews page.
Starting Price
$4,600 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 3191 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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