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Sailing in Greece

Sail around the majestic Greek islands aboard a classic sailing yacht cruise! On our website, we invite you to explore this Mediterranean treasure, where the harmony of the Aegean Sea meets the timeless elegance of classic sailing ships. From sunsets in Santorini to seaside tavernas on the lesser-known islands, every day on board is a new opportunity to create indelible memories. Join us on this unique adventure, where luxury and authenticity meet on a classic sailing cruise through the enchanting Greek islands. In this destination we offer multi-day sailing cruises to explore the most beautiful islands of Greece.
Discover Greece from the sea

Sailing plans in Greece

  • Sustainable
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    Classic sailboat cruise around Rhodes and Kos

    From 2200€ per person (Shared boat)
    Special offer
    08/03/2025 - 15/03/2025
    Duration: 7  nights
    Boarding harbor: Kos (Greece)
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    Ten nights holiday cruise on a classic sailing yacht on Patmos and Kos

    From 3000€ per person (Shared boat)
    Special offer
    15/03/2025 - 25/03/2025
    Duration: 10  nights
    Boarding harbor: Kos (Greece)
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    10 night classic sailboat cruise around Rhodes and Kos

    From 3000€ per person (Shared boat)
    Special offer
    26/03/2025 - 05/04/2025
    Duration: 10  nights
    Boarding harbor: Kos (Greece)
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    Sailing yacht journey on a classic yacht on Patmos and Kos

    From 2600€ per person (Shared boat)
    05/04/2025 - 12/04/2025
    Duration: 7  nights
    Boarding harbor: Kos (Greece)
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    Classic yacht vacational cruise around Rhodes and Kos

    From 2600€ per person (Shared boat)
    12/04/2025 - 19/04/2025
    Duration: 7  nights
    Boarding harbor: Kos (Greece)
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    Classic sailing yacht cruise Kos, Patmos and Kos

    From 3200€ per boat
    23/04/2025 - 03/05/2025
    Duration: 10  nights
    Boarding harbor: Kos
    Disembarkation harbor: Kos
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    10-night sailing holiday cruise in the Dodecanese Sea

    From 3200€ per person (Shared boat)
    23/04/2025 - 03/05/2025
    Duration: 10  nights
    Boarding harbor: Kos (Greece)
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    Explore the Greek Islands: 7-Night Classic Sailing Cruise

    From 2650€ per person (Shared boat)
    03/05/2025 - 10/05/2025
    Duration: 7  days
    Boarding harbor: Cos
    Disembarkation harbor: Porto Rafti
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    7 Nights Classic Sailing Tour: Porto Rafti to Athens/Piraeus. PURE" sailing mode

    From 2750€ per person (Shared boat)
    10/05/2025 - 17/05/2025
    Duration: 7  days
    Boarding harbor: Porto Rafti
    Disembarkation harbor: Athens / Piraeus
    Full board
    Kairos: Classic wooden sailing yacht, 38m length (16 people + crew)
    See more details
  • Sustainable
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    Holiday cruise on a classic sailing yacht in the Ionian Islands

    From 4100€ per person (Shared boat)
    19/07/2025 - 26/07/2025
    Duration: 7  nights
    Boarding harbor: Corfu (Greece)
    Full board
    Rhea: Classic wooden sailing yacht, 54m length (26 people + crew)
    See more details
  • Sustainable
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    Sailing cruise on a classic yacht around the Ionian Islands

    From 4100€ per person (Shared boat)
    26/07/2025 - 02/08/2025
    Duration: 7  nights
    Boarding harbor: Corfu (Greece)
    Full board
    Rhea: Classic wooden sailing yacht, 54m length (26 people + crew)
    See more details
  • Sustainable
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    Sailing trip on a classic yacht around the Ionian Islands

    From 4100€ per person (Shared boat)
    02/08/2025 - 09/08/2025
    Duration: 7  nights
    Boarding harbor: Corfu (Greece)
    Full board
    Rhea: Classic wooden sailing yacht, 54m length (26 people + crew)
    See more details
  • Sustainable
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    Premium sailing holiday cruise around the Cyclades Islands

    From 4500€ per person (Shared boat)
    20/09/2025 - 27/09/2025
    Duration: 7  nights
    Boarding harbor: Santorini
    Full board
    Rhea: Classic wooden sailing yacht, 54m length (26 people + crew)
    See more details
  • Sustainable
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    Premium sailing cruise from Santorini

    From 4500€ per person (Shared boat)
    27/09/2025 - 04/10/2025
    Duration: 7  nights
    Boarding harbor: Santorini
    Full board
    Rhea: Classic wooden sailing yacht, 54m length (26 people + crew)
    See more details

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