Our range of flotilla sailing holidays concentrate on the enjoyable aspects of sailing in the sunny Greek islands. They allow those with little experience to have a go, whilst offering experienced sailors the opportunity to simply relax, whilst introducing family and friends to their hobby. Across three beautiful sailing areas we have flotilla routes to suit all sailors, from beginners through to budding Ben Ainslies!

New to flotilla sailing?

If you've yet to get your sea legs, we think the best place to start is our videos page. We have put together a collection of our 40 years of flotilla sailing experience along with a few videos from our flotilla sailors. It will give you a great taste of just what to expect when you book a Flotilla Sailing Holiday with us!

Our Videos

Stunning destinations in Greece

We sail in three beautiful areas of the Greek Islands. All uniquely suited to our style of laid back flotilla holidays. If you are new to sailing or looking to introduce family and friends in the most relaxed environment possible the Ionian Islands can't be beaten. If you have done a flotilla or two before and fancy a little more wind the Saronic Islands is the perfect next step. If you are a keen sailor and want to tack your way off the beaten track the Sporades Islands offer brilliant wind and gin clear seas.

Find a flotilla

Know what you want, or just looking to find out some more information? 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. 

Search our flotilla holidays

Learn to sail on a flotilla

If you are new to sailing fear not! We have plenty of options to get you out on the water. Whether you want one of our qualified skippers to drive the boat for you, or fancy really learning the ropes on one of our RYA courses.

Shore to sail holidays

Combine a one week flotilla sailing holiday with another week relaxing ashore. These holidays will appeal to those who enjoy sailing but have family or friends who are not quite so enthusiastic - a compromise can be made! Most people opt for a week of sailing followed by a week of winding down on shore. However it is entirely up to you to do what you want to do (and when!)

Try a shore to sail holiday

British Travel Awards

We currently hold 2 British Travel Awards for Best Travel Company to Hellenic Europe and Best Travel Company for Family Holidays!

BTA 2023 1

BTA 2023 2

But don't take our word for our customer reviews!

Our Reviews

Book with confidence...100% financial protection

Sailing Holidays Ltd is a fully bonded tour operator. When you buy an ATOL protected air holiday package from you will receive a confirmation invoice from us confirming your arrangements and your protection under our Air Travel Organiser's License number 2580.

In the unlikely event of our insolvency, the CAA will ensure that you are not stranded abroad and will arrange to refund any money you have paid to us for an advance booking. For further information please visit the ATOL website at

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