May - October 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 his first mate 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

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

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

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

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

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 2027

May - October 2027

Week	Dates	Destination	Type	Type
21	May 28 – June 3	Greece, Dodecanese	Share boat
22	June 4 – 10	Greece, Dodecanese	Private charter	FULL
23	June 11 – 17	Greece, Dodecanese	Private charter	FULL
24	June 18 – 24	Greece, Dodecanese	Private charter	FULL
25	June 25 – July 1	Greece, Dodecanese	Private charter	FULL
26	July 2 – 8	Greece, Dodecanese	Share boat
27	July 9 – 15	Greece, Dodecanese		FULL
28	July 16 – 22	Greece, Dodecanese
29	July 23 – 29	Greece, Dodecanese
30	July 30 – August 5	Greece, Dodecanese	Share boat
31	August 6 – 12	Greece, Dodecanese
32	August 13 – 19	Greece, Dodecanese
33	August 20 – 26	Greece, Dodecanese
34	August 27 – September 7	Greece, 12 days West Dodecanese / Cyclades	Share boat
36	September 10 – 16	Greece, Dodecanese	Private charter	FULL
37	September 17 – 23	Greece, Dodecanese	Private charter	FULL
38	September 24 – 30	Greece, Dodecanese	Private charter	FULL
39	October 1 – 7	Greece, Dodecanese	Share boat
40	October 8 – 14	Greece, Dodecanese
41	October 15 – 21	Greece, Dodecanese

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.

Greece sailing holiday prices

7 days share boat

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

€ 1595

12 days share boat

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

€ 2495

7/12 days private charter

For groups up to 8 people. From

€ 7500

*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.

Ready to hop on board?