Greece

Greek Island Hopper A Guided Flotilla

Fair Winds Sailing Greece
Availability : Sep 27 - Oct 03, 2026

Set sail on the Greek Island Hopper Flotilla, hosted by Fair Winds Sailing Greece, and experience the beauty of Corfu and the surrounding Ionian islands. Guided by local captains, you’ll visit favorite anchorages, UNESCO World Heritage sites, and charming island towns while enjoying the perfect blend of sailing, culture, and relaxation. Sail aboard modern monohulls or catamarans, share meals and onshore excursions with fellow sailors, and discover Greece as seen through the eyes of those who know it best.

From$2,250
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Corfu & Paxos Islands, Greece A Learn-To-Sail Vacation

Fair Winds Sailing Greece
Availability : May 05 - 10, May 19 - 24, Jun 09 – 14, & Oct 06 – 11, 2025
101 / 102 / 103 / 104 / 105 / 106 / 114 / 116 / 118

Embark on a week-long journey through the enchanting Ionian Sea aboard the well-equipped training vessel, Starlight. Guided by experienced American Sailing-certified instructors, you’ll gain hands-on sailing skills while exploring the breathtaking beauty of Corfu and Paxos islands.

From$1,790
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10% OFF

Poros, Greece A Learn-To-Sail Vacation

Athens Sailing Academy
Availability : Sep 20 - Oct 31, 2025
101 / 102 / 103 / 104 / 105 / 106 / IPC

Join Athens Sailing Academy this fall in Greece and learn to sail while exploring the Aegean. With week-long ASA certification courses, private cabins aboard Jeanneau yachts, English-speaking instructors, and hands-on training in real island conditions, you’ll gain confidence and skills while experiencing the beauty of Poros and the Greek islands. Fall discounts available.

From$1,700$1,530
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