Skip to main content


Explore destinations and sailing routes with GR Sailing.
This is the central group of islands in the Aegean, so called because they surround the rocky Delos, (cyclo means ring in Greek), the ancient trade, political and religious centre of the world.

This group of islands consists of 21 bigger islands and 20 smaller ones' Sailing charters in greece Greek islands', all of them a delight, each has its own special character and charm. The Cyclades are considered by most to be the typical part of Greece, with its charming white washed houses and windmills, its beautiful sunny beaches, the ancient ruins, small tavernas with good food and wine are found everywhere. You can enjoy the lively nightlife of Mykonos, the tourist heart of Greece, the cosmopolitan flavour of Paros, Naxos and Ios, the natural beauty and architectural style of Santorini and of course Tinos, the centre of the orthodox faith.

As a contrast to these islands, you will enjoy the simpler but no less important pleasures of the other islands, such as Kea, Sikinos, Kithnos, Serifos, Sifnos, Milos, Amorgos and Andros etc.Do not miss a chance to sail down to the small islands such as Dhonoussa, Skhinoussa, Iraklia and Koufonisia, where you can explore unspoiled small hamlets, fully protected small ports and anchorages, attractive places which are a delight to visit, you could not imagine that they still exist! The prevailing wind in the summer is the Meltemi blowing from the North, it begins to blow in June, blows strongest in July/August and subsides from the middle of September. In July and August the wind blows at force 5-6 and may reach force 7-8. It may blow for 1-3 days or sometimes blow for 1 week continuously. In the other months the wind strength is less, around force 3-4. In the Northern Cyclades it blows from North East, in the middle Cyclades from the North, in the Southern Cyclades it blows from the North West.In the South West islands it is less strong. During spring and autumn, you may be faced with winds coming from the South. In general, the sailing conditions are much more demanding that in other areas of Greece, therefore we advise the Cyclades route be taken for a minimum of at least two weeks holiday

Mykonos is the most popular and sophisticated holiday resort of the Aegean, and some travelers consider it the ultimate, cosmopolitan retreat in the entire Mediterranean. Mykonos has more bars and restaurants than most Greek islands and the quality of the beaches, food, music, precious jewelry, and nightlife is second to none...
Ios Island, lies on the southern side of the Cyclades , between Naxos and Santorini. Ios Island is 107 nautical miles from Piraeus, that is, a trip of 7 hours by ordinary ferry. Ios island is mountainous with Pirgos (717 metres), Profitis Ilias (500 metres) and Megalo Vouno (388 metres) as its highest peaks. Among the mountains there are lovely and fertile valleys. The 1,600 inhabitants of Ios are mainly engaged in agriculture and stock-breeding. The island produces cereal, oil, vegetables, and figs. The climate is dry and very healthy all through the year and favours cultivation. Ios has a strong traditional Cycladic colour. Its houses, descending the hill, have their sparkling whiteness interrupted only by belfries and blue domes. Ios is decorated with small scenic bays, countless chapels, vineyards, and olive trees, all set under the clear bright Cycladic sky. A significant number of tourists visit each the island every summer to enjoy the day-long, night-long parties on the beach, and in the bars, clubs and cafes. Ios said to be also the burial place of Homer ( his supposed grave is the north of the island). Ios, the "Queen of Young Tourists", has a vivid night life. The locals are hospitable people who like visitors, especially young ones, and try to make their stay as nice as possible. There are special tourist units which have developed in recent years, employing a great number of the inhabitants and accommodating visitors who come to Ios in the summer months​.
Santorini is the last of the Cyclades islands to the South. The closests islands are Ios, Folegandros, Sikinos to the North, Anafi and Amorgos to the East and Crete to the South. We refer to it as one, but actually it is a complex of five islands. Santorini (Thira) is the main island and around it Thirasia and Aspronisi (parts of the ancient Stroggili) and the two volcanic islands Palea Kameni and Nea Kameni. It was one island named Stroggili (circle in Greek) until about 1645 BC, when the volcano in the middle of the island erupted and Caldera was created. The two volcanic islands appeared much later from various eruptions starting from 157 BC until the last one in the 20th century (1950). Many reasons made this island famous worldwide and more or less we all have seen a picture of it (it was that picture the travel agency used for Greece). There is a talk about the connection between Thira and mythical Atlantis. Also Jules Verne made Santorini famous with its books "Twenty Thousand Leagues Under the Sea" and "The mysterious island" where captain Nemo and his crew watch the volcano eruption. He was one of the visitors and scientists that came to Thira during the eruptions of 1866 - 1870 and wrote the well known book just after it. It is realy the mysterious island, the volcano rules, the caldera view is the most breathtaking one on the planet!

Sailing routes

  • Paros - Sifnos
  • Sifnos - Serifos
  • Serifos - Syros
  • Syros - (Rinia - Delos) - Myconos
  • Myconos - (Rinia - Delos) - Naxos