May - October 2026 - 2027

Sailing Holiday Greece

May - October 2026 - 2027

Sailing Holiday Greece

Sail with us into the quiet beauty of the Greek islands, where life moves to the rhythm of the wind and sea. At Seascape Sailing, we offer intimate, boutique sailing experiences through the stunning Dodecanese — discovering hidden coves for morning swims, sun-washed harbour towns untouched by mass tourism, and family-run tavernas where dinner is as authentic as the setting. With your skipper Paul and first mate/hostess Anique who know these waters like home, every journey is personal, relaxed and beautifully unhurried. If you prefer to experience some of the old-style Greek ambiance, with all its original colour and lively spirit, the Dodecanese is the place where you want to be.

Greece Sailing Holiday Destinations

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12-Day Sailing Holiday Dodecanese & Cyclades Islands, Greece - Western Route

7-day sailing holiday in the Northern Dodecanese islands of Greece

7-Day Sailing Holiday Dodecanese Islands, Greece - Northern Route

View over Symi during a 7-day sailing holiday in the Dodecanese, Greece

7-Day Sailing Holiday Dodecanese Islands, Greece - Southern Route

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12-Day Sailing Holiday Dodecanese Islands, Greece - Northern Route

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12-Day Sailing Holiday Dodecanese Islands, Greece/Turkey - Southern Route

Greece Sailing Holidays for Solo Travelers & Private Groups

All Greece sailing holiday itineraries are available for everyone. Traveling solo, with your partner or a friend? Hop on board of one of the ‘share boat‘ weeks together with other fellow travellers. The other option is to book a private charter week for your own private group, which is available for 2-8 persons.

Sailing holiday in Greece schedule 2026

June - October 2026

WeekDatesDestinationTypeAvailability
22May 29 – June 4Greece, DodecaneseShare boat
23June 5 – 11Greece, DodecanesePrivate charterFULL
24June 12 – 23Greece, Dodecanese 12 daysPrivate charterFULL
26June 26 – July 2Greece, DodecanesePrivate charterFULL
27July 3 – 9Greece, DodecanesePrivate charterFULL
28July 10 – 16Greece, DodecanesePrivate charterFULL
29July 17 – 23Greece, Dodecanese
30July 24 – 30Greece, Dodecanese
31July 31 – August 6Greece, Dodecanese
32August 7 – 13Greece, Dodecanese
33August 14 – 20Greece, DodecanesePrivate charterFULL
34August 21 – 27Greece, DodecaneseShare boatFULL
35August 28 – September 3Greece, DodecanesePrivate charterFULL
36September 4- 15Greece, 12 days Northern DodecaneseShare boat
38September 18 – 24Greece, Dodecanese
39September 25 – October 1Greece, DodecaneseShare boat
40October 2 – 8Greece, Dodecanese
41October 9 – 15Greece, Dodecanese
42October 16 – 22Greece, DodecanesePrivate charterFULL

Artemis, our sailing yacht in Greece

Artemis is a modern-designed 55′ sloop, with a semi-pilothouse design which creates a very unusual – and huge! – split-level saloon. She has 4 ensuite cabins for 8 guests in total, 2 double cabins in the aft and 2 bunk bed cabins forward.
SeaScape Sailing yacht Artemis in Greece

Greece sailing holiday prices

7 days share boat

Based on sharing a bunk bed or double cabin (ensuite)*

€ 1395

low season

€ 1595

high season

12 days share boat

Based on sharing a bunk bed or double cabin (ensuite)*

€ 2195

low season

€ 2495

high season

7/12 days private charter

For groups up to 8 people. From

€ 6500

low season

€ 7500

high season

Low Season – May and October
High Season – June, July, August and September

*Cabins for private use in Greece are available at a 50% extra fee

What's included with SeaScape Sailing

We don’t do ‘hidden extra fees’. Excluded are transportation to and from the boat, onshore expenses like restaurant dinners, alcoholic drinks after the Happy Hour supply we provide you with (BYO!), and gratuity for the crew.