There’s truly no better way to explore Greece and upskill at the same time. 🇬🇷 This is Findlay — a young Kiwi who joined us this year to complete his RYA Competent Crew course. It was his first time sailing… and just look at him now. Confident, capable, and completely at home on the water. With expert guidance from our friendly instructors, Findlay learned everything needed to become a reliable crew member — from hoisting sails and mooring lines to chart work and safety drills. But more than that, he found his sea legs, new friends, and a deep love for life afloat. What made it unforgettable? The setting. Learning to sail while gliding past sun-drenched coastlines, anchoring for lunch in turquoise bays, and discovering hidden gems like Paxos Island — a place he hadn’t even heard of before — was nothing short of magic. Whether you’re looking for a new challenge, a hands-on holiday, or the first step into the sailing world, our RYA courses are the perfect place to start. Learn new skills, explore the Greek Islands, and build confidence at sea — just like Findlay did. ⚓️ #SailingHolidays #LearnToSail #RYACompetentCrew #SailingCoursesGreece #GreekIslands #SailingLife #TravelWithPurpose #SailingAdventure

Ever wondered what it's like working for Sailing Holidays as a Flotilla Engineer? Head Engineer Jake takes us though what to expect when you start as a Flotilla Engineer at Sailing Holidays in the sunny Greek Islands.

Ever wondered what it's like working for Sailing Holidays as a Flotilla Skipper? Sean and Meg take us though what to expect when you start as a Flotilla Skipper at Sailing Holidays in the sunny Greek Islands.

Ever wondered what it's like working for Sailing Holidays as a Hostie? Niamh and Aoife take us though what to expect when you start as a Hostie at Sailing Holidays in the sunny Greek Islands.

Ever wondered what it's like working for Sailing Holidays as an RYA Instructor? Meg takes us though what to expect when you start as an RYA Instructor at Sailing Holidays in the sunny Greek Islands.

2023

Highlights of the Ionian Islands, and what you can expect sailing in this beautiful area of Greece, with Sailing Holidays Ltd.

Meander between mainland Greece, Corfu and Paxos on this relaxed, one-week flotilla in the North Ionian islands. The Paxos flotilla is perfect for less experienced sailors, with gentle winds and short hops between harbours. That's certainly not to say seasoned sailors won't enjoy it too! With plenty of beautiful unspoiled bays and a few more bustling, touristy spots, there's something for everyone on the Paxos flotilla!

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2023

2018

2017

We think our flotilla holidays are unmatched, but don't take our word for it! Hear what our sailors, both regular and first-timers, have to say about what we do. (2018)

2018