Greece sailing itinerary Athens Mykonos has a plethora of great island stops and history for you to visit.

Interested in a seven to ten-night one-way sailing itinerary from Athens to Mykonos?

Here are some average sailing or motoring times on Sailing Catamarans to hit the locations we have laid out for your Sailing Holiday in these beautiful islands.

Greece Itinerary Athens to Mykonos H2O luxury Yachts

  • ATHENS (Piraeus) – CAPE SOUNION (3.5 hours)
  • CAPE SOUNION – KYTHNOS (3 hours)
  • KYTHNOS – SERIFOS (2.5 hours)
  • SERIFOS – MILOS (3.5 hours)
  • MILOS – POLYAIGO (2 hours)
  • SIKINOS – SANTORINI (2 hours)
  • SANTORINI – IOS (1.5 hours)
  • IOS – AMORGOS (3 hours)
  • AMORGOS – KOUFONISIA (1.5 hours)
  • KOUFONISIA – PAROS (3 hours)
  • PAROS – DELOS (2 hours)
  • DELOS – RINIA ( 15 minutes)

Sounion, Greece Sailing Itinerary

Sounion Greece Sailing itinerary

Sounion is the site for ruins of an ancient Greek temple of Poseidon, the god of the sea in classical mythology. The remains are perched on the headland, surrounded on three sides by the sea.

Poseidon was second to only Zeus in power in Greek Mythology. Ancient Mariners would offer animal sacrifices to try and appease him and keep the terrifying wrath of storms away from them.

Kythnos, Greece Sailing Itinerary

Kythnos Greece sailing itinerary

How do 99 beaches sound? With many of them that you can only get to by boat? This island has a 100 K of coastline, so you won’t cover that in a day!

It is home to the crescent-shaped isthmus of fine sand at Kolona and the warm thermal springs at Loutra bay, which are said to have curative properties. Kolona is described as “one of Greece’s best Sandy beaches” and Loutra Bay is home to many traditional Tavernas for you to enjoy.

Kythnos also is the site of one of the largest caves, Katafiki Cave in Dryopida. This cave, first visited in the 1830s has unique “schratten” or rock curtains, as well as speleotherms. It was the site of an iron mine until 1939 and has now been developed as a tourist attraction.

Serifos, Greece Sailing Itinerary

Serifos Chora H2O Luxury Yachts

Looking for the traditional Greek Village built on top of a hill with white and blue houses dotting your view? Welcome to Chora town on Serifos! Pano (meaning upper) Chora and Kato (meaning lower) Chora are connected by a stairway.

You’ll find bars, cafés, and tavernas in the town’s narrow streets blending in with the whole scene romantically.

Take the ten-minute walk up to the Venetian castle, built in the 15th century, to dream over the view of the blue sea!

Milos, Greece Sailing Itinerary

greece sailing itinerary Milos

Milos is a volcanic island surrounded by the beautiful deep blues of the Aegean Sea.

Famous for the statue of Aphrodite (the ‘Venus de Milo’, now in the Louvre), the statues of Greek god Asclepios (now in the British Museum), the Poseidon, and an archaic Apollo in Athens.

The spectacular formation of the rocks and caves around Milos, due to weather and sea is something that definitely has to be experienced.

Minerals such as Obsidian have been mined here along with Milos sporting one of the most ancient mines in the Mediterranean.

Polyaigo, Greece Sailing Itinerary

Polyaigo Girl Water H2O Luxury Yachts

Polyaigo’s meaning is many goats and that is all this uninhabited island is made up of! What it does have are magnificent beaches and sea surface caves.

The Greek Orthodox Church owns much of this island which it rents out to herdsmen.



Folégandros was named after the son of king Minos. This is definitely an “off-the-beaten-path” destination and the white-washed houses with Blue roofs will captivate you. There are 3 small villages on the island, with the centers being closed off to car traffic.

The island has many dry stone walls all over it where terraces have been made for agriculture over the centuries.

Chrysospiliá is a natural monument situated below the monastery of the Virgin Mary on a rocky beach at 30m above sea level with impressive stalactites and stalagmites, the cave is globally unique for the ancient male Greek names written on its walls and roof, dated back to the 4th century BC.


Sikinos Greece Sailing Itinerary

Sikinos was known as the island of wine in ancient times. You will be able to see the remnants in the old stone-walled terraces dotted over the island.

There are ruins from the ancient city on church on the desolate island. There are a number of hiking trails for you to wander.


Classically known as Thera and Officially known as Thira The island is the site of one of the largest volcanic eruptions in recorded history: the Minoan eruption.

This occurred some 3,600 years ago at the height of the Minoan civilization. The eruption left a large caldera surrounded by volcanic ash deposits hundreds of meters deep and may have led indirectly to the collapse of the Minoan civilization on the island of Crete, 110 km (68 mi) to the south, through a gigantic tsunami.

Another popular theory holds that the Thera eruption is the source of the legend of Atlantis. The depth of the caldera, at 400m, makes it impossible for any but the largest ships to anchor anywhere in the protected bay. There is also a fisherman’s harbor at Vlychada, on the southwestern coast. The capital, Fira, clings to the top of the cliff looking down on the lagoon.

Santorini is easily one of the most recognized and photographed islands in Greece.

We recommend a tour guide, who will take you on a ride through the history of the island, including a visit to the winery.

Take a walk through the town of Thira or Oia, for shopping, coffee or just sightseeing is always a favorite activity. Visit a beautiful café or an exquisite restaurant, so you can admire the famous sunset of Santorini.



Ios is popular with the youth, many of whom used to sleep on their sleeping bags during the 1970s on the popular beach of Mylopotas after partying through the night.

Today Mylopotas beach has been developed to an equivalent mass package tourism resort like Platys Gialos and Paradise Beach of Mykonos.

Ios has a warm-summer Mediterranean climate with warm winters and nice summers. Similar to other Cyclades islands, there is an almost steady breeze from the north during summer, known as meltemi, which moderates temperatures.


Amorgos Greece

Amorgos is the most Eastern island of the Cyclades island group. It is also the closest island to the neighboring Dodecanese island group.

Along with 16 neighboring islets, the largest of which is Nikouria Island, it comprises the municipality of Amorgos, which has a land area of 126.346 square kilometres and a population of 1,973.



Koufonisia is a former community in the Cyclades, Greece. Since the 2011 local government reform it is part of the municipality Naxos and Lesser Cyclades, of which it is a municipal unit.

Three main islands make up Koufonisia. Koufonisi, Kato and Keros.

These islands are situated on the south east side of Naxos and the west side of Amorgos.


Paros greece sailing itinerary

Paros island is located in the central Aegean Sea. It is one of the Cyclades island group. Paros lies to the west of Naxos and is separated by a channel about 8 KMs wide.

Paros is 150 km south-east of Piraeus. The town of Paros includes many uninhabited offshore islets totaling 196.308 square kilometres of land. Its nearest neighbor is the municipality of Antiparos, which lies to its southwest. In ancient Greece, the city-state of Paros was located on the island.


delos greece

Delos island is near the of the Cyclades Archipelago. This island is rich in mythological history with some of the most impressive excavations in the Mediterranean.

The island of Delos is a beacon of history, resting quietly on the waters of the Aegean Sea. Delos is conveniently just a few miles away from metropolitan Mykonos. Great opportunity to bask in the glory of the Greek civilization.

Rinia (Myknonos)


Myknonos is a major tourist spot with lots of great nightlife and dining. A popular destination for first time visitors to Greece.

Mykonos is well known for its white sandy beaches, iconic white-washed buildings, and party scene.

This island is part of the Cyclades and lies between Tinos, Syros, Paros and Naxos. The island has an area of 85.5 square kilometres with 10,134 inhabitants.

Greece Yacht Charters

H2O Epic Yacht Charters team can answer any questions that you may have. We are standing by to help arrange the perfect Winter Yacht Charter!

Contact us by telephone at 1-954-271-3005 

You can fill out the inquiry form directly on our Quote Form

You can also email us from our contact page

If you are looking for a detailed FAQ on a crewed yacht charter vacation, please check out our info page!

Why Luxury Yachting In Greece Tops our List!