Discover the Islands of Timeless Greece

Journey through a time gone by

The Historic Saronic Gulf | The Romantic Cyclades | The Hidden Ionian Islands

Sailing in Greece is an adventure that will echo in your heart forever and call to you to return – the allure of the islands, the blinding sparkle of the sea, the tempera colors, the warm hospitality, the tug of the ancients on your soul.

Did you ever wonder why Greece is so unique as the birthplace of new thinking, discovery of the physical world and reflection on the world?  It is no accident that Greek harbor cities were home to the first philosophers, whose creative inspiration and independent thought were intimately tied to the sea – the flow of merchants, sailors, and traveling nomads from around the world provided a unique thread for sharing new ideas, community connections and cultures.

We take you on a journey of discovery across the boundaries between poet and thinker, mystic and scientist, sojourner and merchant on the far-flung islands of Greece.

Discover the historic, mythological, cultural & visual. The light, the sun, the islands, the antiquities, the iconic villages, you will never tire of the journey.

From Albania to the shores of Turkey & Italy and the 2000 islands in between, Greece offers endless island hopping adventures as you follow the routes of ancient history and mythology.

Our sailing crews know the secrets of the seas and famous island winds. They make sure you have plenty of time for sailing and for exploring nature, history, village life, traditional cuisine & wines and local color.

We promise you will leave with new insights, the ethos of the islands & pathos of Greece forever tugging at your heart. The afterglow will stay with you for a lifetime.

In quest of the ancients . . .

legendary Gods - ancient Philosophers - first Astronomers - celebrated Wanderers - earliest Scientist

Follow in the footsteps of the ancients from the far flung islands of the ancient world . . .

  • Gods & Myths on the islands of the Cyclades
  • The Heros of Homer – Odysseus & the Argonauts
  • Classical Greece from the Peloponnese to the Dodecanes islands
  • Island ports home to the ancient philosophers, lyric poets, mathematicians and theorists
  • Adventure Sailing – Ride the Wild Winds of the Aegean
greek gods

Visceral history

Sailing in Greece is like living through history with a deep visceral experience that can’t help but touch your soul.   The islands, villages, people, landscape and lifestyle reflect the deep history from antiquity through the middle ages and into modern times.

Each sailing region has its own characteristics and visable history from the Ionian Archipelago to the Cyclades, Dodecane, the Sporades, Saronic & Hydra Gulfs:

  • Cyclades is from the word “cyclos” – circle in Greek, as the over 220  islands of the Cyclades form a circle around Delos, the sacred island of the ancient Greek god Apollo. The most well known of the Cyclades islands are probably Mykonos, Santorini & Paros . . .
  • The history of the Ionian islands is inextricably entwined with Venetian occupation in the 13th century. This archipelago actually forms the sea boundary with Italy. The official name is Heptanisa, which means seven islands in Greek. The seven main islands of the Ionian Archipelago are Corfu, Paxi (Paxos), Lefkada, Kefalonia, Ithaca, Zakynthos (Zante) and Kythira.
  • The Dodecanese, in the southeastern Aegean Sea, are known for their medieval castles, Byzantine churches, beaches and ancient archaeological sites. Rhodes is part of this archipelago.
  • The Sporades island are located off Mount Pelion in the northwestern Aegean Sea. There are only 4 inhabited islands – Skiathos, Skopelos, Alonissos & Skyros. Skyros was the island where Achilles went to hide to avoid the Trojan War. Eventually, Ulysses found him and convinced him to participate in his expedition.
  • The Saronic islands in Aegean sea are located between the peninsula of Attica and the northeastern coasts of Peloponnese. Hydra, Poros and Spetses are part of this island group.  Occupied by the Romans, marauded by pirates during during the Byzantine period, and generally on the path of invaders, their history is tumultuous. Poros island was the center of an old naval amphictyony that was formed there during the 7th century BC. It is also the place where they worshiped the God Poseidon.

Picturesque villages

The Greek islands are strewn with charming and picturesque villages along the sea and in the heart of the islands.  Each sailing area has its own history, island culture architectural style and influrences.

Beautiful Cyclades villages with local  Cycladic architecture, historical churches and the traditional lifestyle include:

  • Caldera villages in Santorini in with the unique whitewashed houses constructed right on the edge of the cliff, romantic narrow alleys and view directly to the volcano
  • The traditional quarters of Mykonos are also special, particularly Little Venice and Naxos
    Charming fishing Cycladic villages in Naoussa on Paros island
  • On the little-known islands, villages are even more traditional, such as Anafi, Iraklia, Sikinos, and Kimolos to name a few . . .

Coutryside villages of the Ionian Islands boast narrow alleyways, stone houses, and tiled roofs.

  • Fiscardo and Assos in Kefalonia are two very picturesque seaside places.
  • Vathi and Kioni in Ithaca offer relaxing atmosphere by the sea, while the small villages of
  • Paxi and Meganisi get popular in summer for mooring of private yachts.
  • Don’t miss Corfu Town, Agios Matheos, Pelekas, Vathy, Chora in Kelafonia & Kythira, Lefkada Town, Agios Nikitis, and Gaios in Paxi.

The architecture of Dodecanese villages is strikingly different from the architecture of the Cyclades villages, with more earthy colors and Medieval architecture.

  • The island of Rhodes, in particular, has many medieval villages including the famous Old Town of Rhodes and Lindos.
  • On other islands of Dodecanese, the villages are distinguished for their rich history and natural beauty, most notably, Olympos in Karpathos, Chora in Patmos, Chora in Astypalea, Zia in Kos, Chorio in Simi and Nikia in Nisyros to name a few.

The villages of the Sporades islands are all surrounded by greenery with tradtional regional; architecture – stone houses with one or two stories, red-tiled roofs, narrow paved paths and stone churches with tall bell towers.

  • Skiathos Town is the most popular among the Sporades villages.
  • Skopelos Town and Chora in Alonissos are pretty and constructed along the slopes of a hill.
  • The seaside tourist villages in the Sporades is a quiet summer getaway, ideal for families.
Greek Island regions

Custom & private itineraries

There are endless itineraries for sailing in Greece, which allow us to tailor your sail, depending on:

  • Your pace:  how long is your holiday
  • Your style:  how aggressively do you like to sail (leisurely to adventure or mix it up)
  • Your interests:  what do you want to experience in addition to sailing – history, local culture, antiquities, food, active

You tell us your preferences and we’ll create the sail-of-a-lifetime.

Sail to your dream destinations – Corfu, Santorini, Crete, Rhodes, Mykonos, Hydra all through the Aegean sea . . .

  • The protected Ionian Sea
  • The adventurous Cyclades islands
  • The historic Saronic Gulf & Peloponnesian islands

World Class Yachts

All our yachts are private, finely finished, fully crewed and well provisioned.

  • Our expert skippers, cooks and crews know the Greek islands, the seas, the winds, the people and the destinations intimately and love to share their deep heritage with you.
  • Our world class yachts are new and the best maintained in Greece:
    • Sleek monohulls
    • Spacious Catamarans
    • Elegant motor yachts
    • Family sports packs