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    Sailing Holidays in Greece

    A skippered charter sailing holiday in Greece is the perfect island hopping experience and a great way to explore many Greek islands all in one visit.

    View sailing holidays in Greece

    A skippered sailing holiday in Greece has so much to offer the adventure traveller it’s little wonder that this mythical corner of the world leaves people longing to return, year on year. Unlike the more known flotilla holidays that have flocked to Greece over the past few decades, our adventure sailing voyages are set to explore the lesser-known tourist hotspots guided every step of the way by our knowledgeable skippers. With over 8000 miles of crystal-clear waters lapping the coastline and over 2000 islands to discover, it’s easy to see why Greece is one of the top holiday destinations in the world.




    Offering an abundance of sunshine sailing, waterside tavernas and ancient ruins; the Aegean Sea gives light winds and warm waters making it the perfect combination for those looking to spend more time on the water. Whether you’re an experienced sailor looking for some relaxing sunshine sailing or you’re looking to try a new adventure, our sailing holidays in Greece can be tailored to suit all ages and abilities.

    Our sailing voyages in Greece are slightly different from the usual flotilla offerings with all guests being offered a bespoke, fully skippered and catered experience. Forget route planning, navigation and self-catering; just sit back and relax as you let your skipper take you to all the local anchorages and enjoy the quieter side to island life. Visit tried and tested tavernas and experience the very best of Greek cuisine and hospitality.
    Our all-inclusive Greek sailing charters include the emerald island of Corfu, the Saronic islands (with easy access and cheap flights to Athens) and the quieter side of the Cyclades with sailing routes from Naxos exploring the Lesser Cyclades.
    Rich culture

    Situated in the centre of Asia, Europe and Africa it’s hardly surprising that Greece is home to the ancient ruins of some of the first recorded civilisations in human history. Steeped in rich heritage and ancient history both onshore and under the water, Greece certainly has something fascinating to capture the adventure traveller at every turn and on every island. Discovering this part of the world under sail is surely the best way to get around and cover ground, beat the crowds and avoid the tourist ferries.

    With modern sailing yacht Zorba as your base, you can explore the wilder side to the Greek islands, away from the tourist hustle and bustle. As your floating base, you’ll be able to access islands and coastline only accessible by boat, while enjoying traditional Greek tavernas set beside quaint harbour villages. Forget the iconic nightlife of Mykonos or the crowds on Santorini and let us show you the untouched, traditional side of life in Greece from the water.

    sailing map of Greece

     Sailing the Saronic Islands
    A short hop from the main airport of Athens, the Saronic islands are easy access from the UK and Europe and within hours you’ll be relaxing onboard. As well as a plethora of uninhabited islands providing the perfect wild anchorage spots; the Saronic islands also consist of the inhabited main islands of Salamina, Aegina, Agistri and Poros. The uninhabited island of Moni is the perfect pit stop for an afternoon swim where you’ll be greeted by wild deer and peacocks ashore before heading to the protected harbour of Vathi offering just seven spots in its harbour for boats.
    Sailing yacht Zorba also adds some quintessentially Greek mainland anchorages into her Saronic Island itinerary too. Discover the UNESCO world heritage site of the ancient theatre of Epidavros and snorkel from Zorba’s anchorage with the fascinating sunken city clearly visible through the crystal clear waters.
    Smell the fresh scent of the native pine trees on Poros from the water as you sail by with dolphins playing in the wake of the bow. From the pistachio forests on Aegina, olive groves, ancient ruins, UNESCO world heritage sites and a plethora of traditional Greek tavernas, each island, although barely a stone’s throw from the mainland, offers that relaxed island lifestyle and dreamt-of escapism. The more southern islands of Hydra and Dokos are also included in the Saronic archipelago giving so many options for beautiful anchorages that you just simply won’t cover them all in one voyage.
    Exploring the Cyclades

    Boasting over 220 islands, the Cyclades is one of the top destinations in the world for island sailing and exploration. The main focus of our sailing holidays in the Cyclades will focus on the Lesser Cyclades. A small cluster of islands dotted around the better-known island of Naxos.

    Rugged, sun-drenched outcrops of rock, anchored in azure seas and liberally peppered with snow-white villages and blue-domed churches, this is the very best of Greece, with an abundance of ancient archaeological sites and plenty of sandy beaches. Throw in a handful of traditional Greek tavernas and a long list of secret anchorages away from the tourist hustle and bustle, and you really do have the best of Greece’s ample charms.

    Discover our Greek sailing holidays

    Sailing in Greece; Exploring the Saronic Islands

    Sailing in Greece; Exploring the Saronic Islands

    Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
    • Date: 20 May 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 27 May 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,785.00Berths available Details
    Skippered Sailing Holiday in Greece; Saronic Islands

    Skippered Sailing Holiday in Greece; Saronic Islands

    Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
    • Date: 3 June 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 3 June 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,785.00Berths available Details
    Sailing & Exploring the Saronic Islands in Greece

    Sailing & Exploring the Saronic Islands in Greece

    Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
    • Date: 10 June 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 10 June 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,605.00Berths available Details
    Sailing & Exploring the Saronic Islands in Greece

    Sailing & Exploring the Saronic Islands in Greece

    Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
    • Date: 17 June 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 17 June 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,605.00Berths available Details
    Luxury Sailing from Italy to Corfu

    Luxury Sailing from Italy to Corfu

    Discover the Sicilian Coast and the magnificent volcanic Aeolian Islands under sail and in the luxury and comfort of Rhea.
    • Date: 24 June 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Italy/Corfu
    £2,500.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 24 June 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,605.00Berths available Details
    Sailing & Exploring the Saronic Islands in Greece

    Sailing & Exploring the Saronic Islands in Greece

    Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
    • Date: 1 July 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu to Croatia

    Luxury Classic Yacht Sailing from Corfu to Croatia

    Sail with luxury yacht Kairos from the Greek island of Corfu to the Croatian harbour city of Cavtat exploring the Bay of Kotor along the way.
    • Date: 1 July 2023
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Greece/Croatia
    £2,605.00Berths available Details
    Luxury Skippered Sailing in Corfu

    Luxury Skippered Sailing in Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Rhea, with private ensuite cabins.
    • Date: 1 July 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Corfu, Greece
    £3,015.00Berths available Details
    Luxury Family Sailing in the Saronic Islands

    Luxury Family Sailing in the Saronic Islands

    Sail the Saronic Islands with luxury classic yacht Rhea as she explores the islands of Hydra, Poros and Aegina.
    • Date: 29 July 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,100.00Berths available Details
    Skippered Sailing Holiday in the Cyclades, Greece

    Skippered Sailing Holiday in the Cyclades, Greece

    Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
    • Date: 5 August 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Naxos, Greece
    £895.00Berths available Details
    Luxury Sailing in the Saronic Islands

    Luxury Sailing in the Saronic Islands

    Sail the Saronic Islands with luxury classic yacht Rhea as she explores the islands of Hydra, Poros and Aegina.
    • Date: 19 August 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,100.00Berths available Details
    Sunshine Skippered Sailing in the Cyclades, Greece

    Sunshine Skippered Sailing in the Cyclades, Greece

    Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
    • Date: 26 August 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Naxos, Greece
    £895.00Berths available Details
    Luxury Sailing in the Saronic Islands

    Luxury Sailing in the Saronic Islands

    Sail the Saronic Islands with luxury classic yacht Rhea as she explores the islands of Hydra, Poros and Aegina.
    • Date: 26 August 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,100.00Berths available Details
    Sailing Holiday through the Cyclades, Greece

    Sailing Holiday through the Cyclades, Greece

    Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
    • Date: 2 September 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Naxos, Greece
    £895.00Berths available Details
    Greece Sailing Adventure From Naxos to Athens

    Greece Sailing Adventure From Naxos to Athens

    Sail from Naxos to Athens and experience the very best of the Cyclades under sail with Zorba.
    • Date: 9 September 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Naxos, Greece
    £895.00Berths available Details
    Luxury Sailing from Greece from Santorini

    Luxury Sailing from Greece from Santorini

    Explore the Cyclades and the Saronic Islands under sail with luxury yacht Rhea as she sails from Santorini.
    • Date: 9 September 2023
    • Vessel: Rhea
    • Duration: 11 days
    • Where: Greece
    £4,140.00Berths available Details
    Sailing & Exploring the Saronic Islands in Greece

    Sailing & Exploring the Saronic Islands in Greece

    Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
    • Date: 16 September 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Sailing in Greece, exploring the Cyclades

    Luxury Sailing in Greece, exploring the Cyclades

    Sail the Cyclades with luxury classic yacht Rhea as she explores the islands of Naxos, Syros and Delos.
    • Date: 20 September 2023
    • Vessel: Rhea
    • Duration: 11 days
    • Where: Athens, Greece
    £4,140.00Berths available Details
    Sailing and exploring the Greek Saronic Islands

    Sailing and exploring the Greek Saronic Islands

    Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
    • Date: 23 September 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Autumn Sailing Holiday in the Saronic Islands, Greece

    Autumn Sailing Holiday in the Saronic Islands, Greece

    Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
    • Date: 30 September 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Sailing around the Saronic Islands, Greece

    Sailing around the Saronic Islands, Greece

    Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
    • Date: 7 October 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Sailing in Greece, exploring the Cyclades

    Luxury Sailing in Greece, exploring the Cyclades

    Sail the Cyclades with luxury classic yacht Rhea as she explores the islands of Naxos, Syros and Delos.
    • Date: 11 October 2023
    • Vessel: Rhea
    • Duration: 11 days
    • Where: Athens, Greece
    £3,960.00Berths available Details
    Skippered Yacht Sailing in the Saronic Islands, Greece

    Skippered Yacht Sailing in the Saronic Islands, Greece

    Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
    • Date: 14 October 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Sunshine Sailing in the Saronic Islands, Greece

    Sunshine Sailing in the Saronic Islands, Greece

    Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
    • Date: 21 October 2023
    • Vessel: Zorba
    • Duration: 8 days
    • Where: Saronic Islands, Greece
    £895.00Berths available Details
    Luxury Sailing from Greece to Malta

    Luxury Sailing from Greece to Malta

    Island hop and enjoy longer passages on the open water as luxury yacht Rhea sails from Greece to Malta.
    • Date: 21 October 2023
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Greece/Malta
    £2,540.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 22 June 2024
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,760.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 29 June 2024
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,760.00Berths available Details
    Luxury Sailing & Island Hopping in Greece

    Luxury Sailing & Island Hopping in Greece

    Explore the Greek islands of Aegina, Kythnos, Serifos and Hydra under sail with luxury yacht Rhea.
    • Date: 29 June 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,075.00Berths available Details
    Luxury Classic Yacht Sailing from Corfu

    Luxury Classic Yacht Sailing from Corfu

    Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
    • Date: 6 July 2024
    • Vessel: Kairós
    • Duration: 8 days
    • Where: Corfu, Greece
    £2,760.00Berths available Details
    Luxury Sailing & Island Hopping in Greece

    Luxury Sailing & Island Hopping in Greece

    Explore the Greek islands of Aegina, Kythnos, Serifos and Hydra under sail with luxury yacht Rhea.
    • Date: 6 July 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,075.00Berths available Details
    Luxury Sailing & Island Hopping in the Saronic Islands

    Luxury Sailing & Island Hopping in the Saronic Islands

    Explore the Saronic Gulf in Greece with luxury yacht Rhea as she island hops from Aegina to Poros, Spetses to Nafplio.
    • Date: 13 July 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,250.00Berths available Details
    Luxury Sailing & Island Hopping in the Saronic Islands

    Luxury Sailing & Island Hopping in the Saronic Islands

    Sail the Greek islands from Nafplio to Hydra to Athens with luxury yacht Rhea.
    • Date: 20 July 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Greece
    £3,250.00Berths available Details
    Luxury Sailing & Island Hopping in the Saronic Islands

    Luxury Sailing & Island Hopping in the Saronic Islands

    Explore the Saronic Gulf in Greece with luxury yacht Rhea as she island hops from Aegina to Poros, Spetses to Nafplio.
    • Date: 27 July 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,250.00Berths available Details
    Luxury Sailing & Island Hopping in the Saronic Islands

    Luxury Sailing & Island Hopping in the Saronic Islands

    Sail the Greek islands from Nafplio to Hydra to Athens with luxury yacht Rhea.
    • Date: 3 August 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Greece
    £3,250.00Berths available Details
    Luxury Sailing & Island Hopping in the Saronic Islands

    Luxury Sailing & Island Hopping in the Saronic Islands

    Explore the Saronic Gulf in Greece with luxury yacht Rhea as she island hops from Aegina to Poros, Spetses to Nafplio.
    • Date: 10 August 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £3,250.00Berths available Details
    Luxury Sailing & Island Hopping in the Saronic Islands

    Luxury Sailing & Island Hopping in the Saronic Islands

    Sail the Greek islands from Nafplio to Hydra to Athens with luxury yacht Rhea.
    • Date: 17 August 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Greece
    £3,250.00Berths available Details
    Luxury Sailing & Island Hopping from Santorini

    Luxury Sailing & Island Hopping from Santorini

    Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
    • Date: 31 August 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Santorini, Greece
    £3,075.00Berths available Details
    Luxury Sailing & Island Hopping from Santorini

    Luxury Sailing & Island Hopping from Santorini

    Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
    • Date: 7 September 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Santorini, Greece
    £2,900.00Berths available Details
    Luxury Sailing & Island Hopping from Santorini

    Luxury Sailing & Island Hopping from Santorini

    Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
    • Date: 14 September 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Santorini, Greece
    £2,900.00Berths available Details
    Luxury Sailing & Island Hopping from Santorini

    Luxury Sailing & Island Hopping from Santorini

    Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
    • Date: 21 September 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Santorini, Greece
    £2,900.00Berths available Details
    Luxury Sailing & Island Hopping from Santorini

    Luxury Sailing & Island Hopping from Santorini

    Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
    • Date: 28 September 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Santorini, Greece
    £2,900.00Berths available Details
    Luxury Sailing & Island Hopping in Greece

    Luxury Sailing & Island Hopping in Greece

    Explore the Greek islands of Aegina, Kythnos, Serifos and Hydra under sail with luxury yacht Rhea.
    • Date: 12 October 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £2,575.00Berths available Details
    Luxury Sailing & Island Hopping in Greece

    Luxury Sailing & Island Hopping in Greece

    Explore the Greek islands of Aegina, Kythnos, Serifos and Hydra under sail with luxury yacht Rhea.
    • Date: 19 October 2024
    • Vessel: Rhea
    • Duration: 8 days
    • Where: Athens, Greece
    £2,575.00Berths available Details
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