This 10-day itinerary offers a quintessential Greek experience, including time in the historic capital, and lazy days sailing around the islands of the Cyclades group. With a charter yacht, you'll cruise to islands large and small, including places where you'll feel as though you've stepped back in time, and others with vibrant dining and shopping scenes. With a mixture of down time and sightseeing activities, you'll feel physically refreshed and mentally stimulated by this luxurious and unforgettable trip.


  • Learn all about ancient Greek history in Athens
  • Explore significant archeological sites on Despotiko and Delos islands
  • Swim in clear, warm waters at Paros and Mykonos
  • Enjoy a mix of relaxation and activity on this chilled-out tour

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Athens Athens
Day 2 Ancient Greek Mythology Tour & Acropolis Museum Athens
Day 3 Meet Your Charter Yacht in Mykonos Mykonos
Day 4 Naxos Naxos
Day 5 Heraklia (Irakleia) Irakleia
Day 6 Schinoussa Schinoussa
Day 7 Antiparos Antiparos
Day 8 Paros Paros
Day 9 Mykonos Mykonos
Day 10 Trip end  

Detailed Itinerary

Day 1: Arrive in Athens

Monastiraki Square and the Acropolis
Monastiraki Square and the Acropolis

Welcome to Greece! You'll begin your trip in Athens, home to the iconic Acropolis and so much more. The mythology of this spectacular city precedes it, with towering temples to Classical deities, the ruins of ancient marketplaces rubbing shoulders with lively nightlife, crowded flea markets, and contemporary cuisine. After checking in to your hotel, take a rest or make the most of your time in the city at some of these spots:

  • Check out the views of the unmissable Parthenon. (Pro tip: the Parthenon is the temple, the Acropolis is the hill.) This temple to Athena has enchanted visitors since its construction was completed in 438 B.C.E. 
  • Stop at the sprawling National Museum for a crash course in ancient iconography. Don't miss the room housing the Antikythera mechanism, essentially an ancient astronomical computer.
  • Visit a smaller archaeological site at the Tower of the Winds, then stroll down neighboring pedestrian Aiolou Street to stop at shops and cafes. 
  • Find your perfect souvenir or sun hat in the busy stalls of the Monastiraki Flea Market.
  • Hit the ground running with a night out in the up-and-coming Pangrati neighborhood, or amid the nightlife and mezze of the Psyrridistrict.

Day 2: Ancient Greek Mythology Tour & Acropolis Museum

The Acropolis
The Acropolis

Today, delve into Athens' centuries of history. Experience the ancient stories surrounding you on a guided mythology tour. Meet your archaeologist guide at the Temple of Olympian Zeus, then head to landmarks around the city, including the Acropolis and the Agora. Hear stories about Zeus, Athena, Poseidon, Dionysus, and more, all adding resonance to the archaeological ruins you'll visit on this four-hour tour.

Later, take another guided tour at the Acropolis Museum. Named one of the 10-best museums in the world by National Geographic, this modern museum houses a multitude of artifacts removed from the hill of the Acropolis for safekeeping. You'll learn all about ancient religious practices and daily life. From the museum cafe there are great views of the former hilltop home of the museum's collection.

Day 3: Meet Your Charter Yacht in Mykonos

Windmills of Mykonos

Transfer to Mykonos by ferry or airplane, and from the port or airport travel by taxi to the marina. Your charter yacht will be docked there, and your crew waiting to welcome you on board.

Welcome to Mykonos, an idyllic getaway for cosmopolitan fun lovers. A magnet to the world’s most glamorous personalities since the 1970s, Mykonos today also attracts nature lovers, foodies, and athletes. In Mykonos you will discover remarkable beaches, adrenaline-inducing water sports, a refined local cuisine, and an unprecedented bar scene, all among picturesque architecture, breathtaking views, iconic windmills, and maze-like streets.

Day 4: Naxos


Today, sail to Naxos, where you can enjoy a free day to explore as you wish. In the active main town you can shop and admire the Venetian architecture and castle area. There are also opportunities for both laid-back relaxation, and water or land activities.

Plan your trip to Greece
Chat with a local specialist who can help organize your trip.

Day 5: Heraklia (Irakleia)


Head to Heraklia today, a diamond-shaped island south of Naxos, and close to Ios island. With just over 150 inhabitants, the permanent tranquility and beauty of Heraklia is evident all around. When you arrive at the charming port of Agios Georgios, you may feel like you've traveled back in time.

Day 6: Schinoussa


Today, sail to Schinoussa, one of the most beautiful small islands of the Aegean. It belongs to the Small Cyclades group, and is close to Naxos, Heraklia, Koufonisia, and Keros. The island is home to many endemic plants and is an important migratory station for birds.

The island has two villages, Chora and Messaria, totaling just 256 inhabitants, who are involved in agriculture, farming, fishing, and tourism. Schinoussa owes its name to the mastic tree shrub that grows all over the island. The port (Mersini) is less than a mile from the village, and is considered one of the best shelters for small boats in the Aegean.

Day 7: Antiparos


Today, arrive in Antiparos, a small island that has stood its ground as an alternative offshoot to neighboring, tourism-oriented Paros, with its fancy nightlife.

Significant archeological findings have been made on Despotiko, an uninhabited island west of Antiparos, as well as at two other neighboring virgin islands, Tsimintiri and Stroggylo. The oldest Cycladic settlement was discovered on Saliagos, an islet off Antiparos. There's a lot to explore while traveling around these islands on your yacht.

Day 8: Paros

Classic Greek island architecture
Classic Greek island architecture

Explore the small island of Paros, which is frequently overlooked in favor of its more famous Cycladic neighbors. You'll quickly learn that Paros has a special charm of its own, and it's quite traditional in nature. Highlights include the 4th-century Panagia Ekatontapiliani church, and beautiful beaches with sheltered swimming areas made from rock formations.

Day 9: Mykonos


Feel the famous Aegean winds while relaxing on one of Mykonos' stunning beaches for the day.

Later, take a sunset sailing tour to the nearby island of Delos, where you'll enrich your knowledge of ancient Greek history. The Cyclades islands (kyklos means circle) got their name from the fact that they encircle the sacred island of Delos. The island is a UNESCO World Heritage Site and one of the most important archaeological sites in Greece, plus it's said to be the birthplace of Apollo and Artemis.

Day 10: Depart from Mykonos

Say farewell to Mykonos


All too soon it’s time to pack your bags and be transported to the airport or to the port for your journey back home or to your next destination.

If you opt to take the ferry back to Athens, there may not be time to catch an onward flight the same day, and in that case, you'll need to spend one final night in Athens before departing the next day.


Map of City to Sea: Athens & Greek Cyclades - 10 days
Map of City to Sea: Athens & Greek Cyclades - 10 days