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 622 reviews
This was a dream vacation made reality–five stars!
We just returned from the most unforgettable two-week adventure through Greece, all thanks to the exceptional planning and care of Zicasso's travel operator and her team! From the moment we landed until our final farewell in Athens, every detail was flawlessly executed.
Our journey began in Crete, where we were welcomed by a warm, knowledgeable guide who brought Chania's rich history to life during all of our many activities. From touring the many villages to hiking Imbros Gorge to the Palace of Knossos, we felt immersed in the true spirit of Crete.
Next was Santorini, where the sunsets were just as magical as we’d hoped. Our stay was filled with stunning cliffside views, wine tastings, and personalized recommendations that made it feel like we were exploring the island with a local friend.
Naxos was an unexpected gem—less touristy, but bursting with charm. The tour guide here was particularly fantastic, taking us to authentic villages, ancient ruins, and serene beaches that felt like our own private paradise.
Our final days in Athens were the perfect ending to this epic journey. The historical sites were breathtaking and our guide’s passion for Greek history made every moment at the Acropolis and the museums feel deeply meaningful.
What truly set this experience apart was how responsive and supportive our agent and her team were throughout the trip. Any time we had a question—whether about transportation, recommendations, or small changes in plans—they replied quickly and helpfully, making us feel completely at ease and well cared for.
Throughout the trip, the logistics were seamless—beautiful accommodations, smooth transfers, and thoughtfully curated excursions. Every guide was not only professional and knowledgeable, but also incredibly kind and engaging. It felt like we were traveling with friends who truly cared about our experience.
We can’t thank our agent enough for crafting such a memorable and enriching vacation. Greece was always on our bucket list and now we’re already dreaming of our return!
Highly, highly recommended!
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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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The travel fairy at Zicasso's tour operator, as she called herself (and I felt it fit her well), certainly put together a magical trip to Greece for our group of four. We all had a fantastic vacation in Greece and were super-impressed and pleased with the staff at the travel company.
The connections for flights and ferries, as well as all of the transfers to and from our hotels and excursions, were seamless, which made for a stress-free vacation. The hotels they arranged for us ranged from old Venetian buildings in older parts of Athens and Heraklion to an upscale small resort in Naxos, as well as a fantastic hotel in Chania that overlooked the harbor. My husband and I loved every one, especially the resort in Naxos.
I highly suggest this travel company because they listened to our group's likes and dislikes to plan the perfect trip. Our trip consisted of Athens, Naxos, and two places on Crete, filled with two food tours, a boat trip, historical excursions to the Parthenon and Knossos, as well as excursions in nature to Imbros Gorge and Balos Beach. Any guide during these excursions was very knowledgeable.
We would change only the following two things. Naxos was so beautiful and we were all sad to leave and wish we could have added an extra day to just relax on the beach for a full day. So, my suggestion to anyone traveling to Greece would be to save at least one full day at one of the beautiful islands without an excursion.
The other thing we would change is to take a boat to Balos Beach instead of walking down to the beach. My husband is 80 years old and although he is in good shape, the hike was very steep and scary in some parts. As we were walking down to the beach, we loved the incredible vistas, but were also concerned about having to walk back up the equivalent of 66 flights of stairs. I say this just as a cautionary tale to really look into this walk before your trip. The views were hard to beat, but the walk was not easy.
Highlights of this trip included the hotel in Naxos (our resort on Plaka in Naxos), with super-friendly and helpful staff, private tour of Knossos and the museum, and the charming city of Chania. Greece is truly a beautiful country, with stunning vistas, beaches, historical sites, museums, and cute narrow streets filled with shops and restaurants.
Thank you for a vacation that will stay in our hearts forever.
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Zicasso’s travel agency was incredible. Our agent put together an incredible two-week trip to Greece for us. Everything was planned perfectly, in such detail, and there wasn't a blip during the entire trip.
As soon as we got to Athens from the US, we met our agent and received a folder with some tickets, boarding passes, etc., and a phone that we could use throughout to easily reach her, and vice versa. It was like she was by our side the entire time, checking in to see if things were going well or if we had any questions. We had no idea how well cared for we would be.
We were in Athens, Naxos, Rhodes, Santorini, and Crete. Many meals were included. Two that stood out were a dinner in Naxos at a taverna run by the brother of one of our agent’s friends and the last night's dinner in Chania at a taverna run by her cousin. Those meals were complementary and we were treated like royalty.
Other highlights were hiking in Naxos, a sunset cruise in Chania, and incredible hotels in Rhodes, Arachnes, Naxos, and Chania. I wholeheartedly recommend our travel company and agent. She was truly a special person. I have probably forgotten to include some highlights, but mostly wanted to note that our agent was awesome – detailed, thorough, thoughtful, and truly kind. We miss her!
I should also note that while traveling, before we got to Greece, I lost my wallet and requested her help with contacting the hotel in Athens about receiving a package for me, likely prior to my arrival, with my replacement credit card in it. Our agent and the hotel really helped me.
I can't say enough.
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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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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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