Flotilla Holidays in Crystal Clear Greek Waters | Sailing Holidays

Award Winning Flotilla Sailing Holidays

Know what you want? Or just looking to find out some more information? Simple Click below to explore any of our flotilla sailing holidays. Choose by your crew's level of sailing experience, your preferred area of Greece or the duration of holiday you are after. If you have any questions at all just give us a call...

Experience Level

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Beginner Sailors

Previous Flotilla Sailors

Keen Sailors


Choose from the tranquil Ionian Islands, the slightly windier Saronic Islands or the livelier Sporades Islands of Greece. Each area has its own unique charm and ability to deliver a cracking sailing holiday.

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Ionian Islands

 Saronic Islands

Sporades Islands

Holiday Duration

Grab a quick week or escape for two, the choice is yours! For those with a little more time on their hands the three week deliveries are a brilliant way to see as much as you can of the Greek Islands. 

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One Week Holidays

Two Week Holidays

Three Week Holidays

Shore to Sail Options

If you are unsure about two weeks sailing but still want to make the most of your summer holiday, why not combine a week of sailing with a week in one of our chosen hotels or villas? Simply click below to explore the Iris and Salvator Hotels or have a browse through Ionian and Aegean Island Holidays' villa collection to see which option might suit.

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Iris Hotel & Apartments

Salvator Spa Hotel & Villas

Ionian Island Holiday Villas

RYA Courses

Looking for something a little more official than a flotilla sailing holidays? Whether you’ve never set foot on a boat before, or you already have some experience and dream of skippering your own yacht, we can help you take the next step.

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RYA Competent Crew

RYA Day Skipper

Two Week Combined Course