Greek Islands | 7 Day Itinerary

A country rich with history, culture and myths, traditions, UNESCO World Heritage sites, inspiring cuisine and, of course, idyllic Islands.
When traveling to Greece, how not to miss out on all those beautiful Islands? You are guessing it - on a Charter Yacht!

We have put together for you the perfect getaway to the romantic Islands of Greece in a 7-day itinerary

Day 1 KOS

Located in the Dodecanese cluster, in the Southeastern Aegean Sea, you find the third largest Island in the group, Kos. Due to the most prominent features - its historical buildings and ancient sites dating way back to different eras - and also just because of its charastically breath-taking natural beauty extending from the verdant hilltops downtown to the golden sandy beaches, Kos is the most frequently visited holiday spots in Greece.

The most attractive village is its capital town, named Kos town. A stroll through Kos town is a treat, allowing visitors to admire the Medieval Castle, the Ancient town ruins and the avenue with the palm trees. Not only Kos town is attractive, but a visit to other picturesque villages on Kos Island is also a must.

Sightseeing on KOS:

ASKLEPIEION is the islands most important ancient site. A religious sanctuary devoted to Asclepius, the god of healing. A group of the buildings was used as a healing center and school of medicine.

CASTLE OF THE KNIGHTS. You cannot miss it entering Kos, the Castle that is built beside the entrance to the harbor.

ANCIENT AGORA Occupying a vast area, south of the Castle of the Knights, you find Kos’ relic center that was exposed by a devastating earthquake in 1933. The Landmarks include a massive columned “Stoa” the ruins of a Shrine or Aphrodite, the Temple of Hercules and a Christian Basilica.

HIPPOCRATES’ PLANE TREE Up North of the Ancient Agora, you find the Plateia Platanou, where you will find Europe’s oldest plane tree, under which Hippocrates is said to have taught his pupils.


One of the smallest inhabited Islands of the Aegean is Patmos. Patmos is incredibly beautiful and has some magnificent beaches. Well worth to visit it in the late afternoon to catch the sunset view upon the impressive stone monastery which dominates majestically over the most of the Island.

Sightseeing on PATMOS:

MONASTERY OF SAINT JOHN, on top of the hill, this Greek Orthodox Monastery of St John the Theologian is among the most important religious centers in Greece. Founded in 1088 in Chora, it is a UNESCO World Heritage site. From the outside it looks like a fortress, but on the inside, there is a monastery that was built on the site of an ancient temple.

CAVE OF APOCALYPSE. Tradition says that in this cave, Apostle John wrote the Book of Revelation, inspired by God.

Greek food Mezze


Mykonos is well-known for its cosmopolitan character, intense nightlife, beautiful beaches, great restaurants, and fantastic shopping. Strolling around you can encounter Petros the Pelican and his girlfriend.

Sightseeing on Mykonos:

FIND PETROS THE PELICAN AND HIS GIRLFRIEND In 1958 an injured pelican washed ashore in Mykonos. Fishers took him in, nursed him back to health and named him Petros. Petros became the Mascot and star of Mykonos as he just loved the crowd and visa versa. After he died in 1985, three new pelicans were donated to Mykonos. One honorifically was given the name Petros and today Petros the Pelican and his girlfriend enjoy strolling together along the waterfront all day.

GO DIVING, OR SNORKELING. Mykonos is the only Greek Islands that will allow you to Scuba Dive. So get out there and discover the vibrant underwater life diving or snorkeling, while visiting one of the Island’s beautiful beaches as Paranga or Psarou. Swim over caverns inhabited by hundreds of colorful fish and anemones!

VISIT THE ISLAND DELOS. Escape to another small Island, Delos, where you will learn about the mythological story of Apollo and Artemis, twins born to Zeus and his wife, Leto. The story goes that Leto came to the island to give birth to the twins. First Artemis, goddess of the hunt and then Apollo, the god of the sun. The UNESCO World Heritage Site is a must for people all ages, and we recommend to get escorted by an educated archaeologist on site.


On day 4 you wake up next to the Island of Paros in the bay of Kolimbithres for your morning water sports, or to enjoy your breakfast with an incredible view. Paros has a breathtaking Butterfly valley, and a visit to the graphic town of Naoussa is a must.

Sightseeing on Paros:

EXPLORE THE BAY OF KOLIMBITHRES. A magnificent bay where wind and sea have sculptured the granite into smooth but bizarre shapes. Amongst these rocky outcrops, there is a succession of small, sandy coves of shallow, lucid blue water to be explored.

VISIT THE BUTTERFLY VALLEY The dappled shade, and running water can make for a pleasant break from the scorching summer heat. The valley is a private garden, but tourists are warmly welcomed by a small café with a fountain and well-marked paths through the undergrowth. You can walk or discover the valley by air balloon.

GO TO NAOUSSA for a glass of ouzo and a delicious mezze at one of its myriad bars.

Greece Milos - Kleftiko caves


In the morning we will anchor at Kleftiko before going up to the bay of Milos onto Adamos.
This island has its unique charm due to the rare morphology of its terrain and its mineral wealth. The sea also has left its mark on the landscape; It has sculpted the coastline into countless indentations and inlets, mostly covered by fine white sand.
The civilization of Milos is considered to be as ancient as that of Crete and spans a period of at least 5.000 years. Its fame spread throughout the world thanks to the masterpiece of the Venus of Milos, a statue found buried on the island in the 19th century, which can be found nowadays in the Louvres Museum in Paris. The capital of the island Plaka, stands on a hillside overlooking the sea at the foot of the castle. It is a most attractive town, with architecture in the characteristic Cycladic style.

Sightseeing in Milos:


KLEFTIKO, The caves, located on the south side of the Island form an excellent breakfast spot where you can take some time to enjoy snorkeling in the crystal clear waters.


Everybody should be up on deck as we approach Santorini to enjoy the spectacular scenery.
Santorini is a small group of volcanic islands and was created by one of the largest volcanic eruptions in the world. The fantastic views from the villages of Fira, Oia perched on cliffs, Santorinian sunset, the black and red beaches, the wine, makes it a must visit place in the world.

Sightseeing on Santorini:

VISIT THE MUSEUM OF PREHISTORIC THERA, located in Fira the capital village of the island. It hosts sculptures, ceramics, statues, small vases and findings from the ancient cemetery of Thera.

THE VOLCANO can be visited by walking upon the solid black lava sides of the steaming crater, and you can explore the surrounding area that offers an astonishing view of the beautiful villages hanging on the cliffs. Go and have a look at the crater and other openings that are bursting with sulfur steam.

GO WINE SHOPPING at the local wineries. Santorini is an island with a long wine-making tradition. The volcanic soil and the exceptional climate of Santorini give a unique taste to the local wines.

Greece Astipalea Windmill & Castle


We set sail to this off the beaten track and well worthy of your visit, Island of Astipalea.

Astipalea features many bays and inlets and has some seriously beautiful beaches that only offers access from the sea, giving you a secluded part of the Island to relax and enjoy the day. In the late afternoon, venture up to the town which clings to the castle walls of the renowned Venetian castle. You will have the opportunity to visit the historical village and hike up to the castle. In the evening while the sun is setting, you can enjoy a cocktail in the old town with views over the sea.

Sightseeing on Astipalea:

THE VENETIAN CASTLE of Astipalea stands on the top of the hill and overlooks the island. It was constructed by a noble Venetian family who had taken over the rule of the island after the siege of Constantinople by the Crusaders in 1204. The walls survive until today, but the constructions inside the walls are mostly ruined.

VISIT THE TRADITIONAL WINDMILLS, as nine of them are lined up next to the path to the castle, you cannot miss them. They have been well preserved, and they mark probably the most picturesque spot on the island.

OPPORTUNITIES FOR ACTIVITIES on Astipalea are Rock Climbing, Mountain biking, Trekking, and Snorkeling.

Inspired? Have a look at our charter yachts available in Greece. We are happy to assemble a custom itinerary for you.