Our Yacht Charter Sailing Holidays

What are Yacht Charter sailing holidays all about?

To be able to meander around the islands of the Mediterranean, under sail in the sun is a rare privilege that we are proud to offer. The holidays concentrate on the enjoyable aspects of sailing in the sunny Mediterranean islands, allowing those with little experience to have a go (under the watchful eye of our friendly onboard Skippers).  Experienced sailors also have the opportunity to take a bareboat to themselves and simply relax, whilst introducing family and friends to their passion. 

Relax, unwind and enjoy...

Whichever type of sailing holiday you choose we are sure you'll love every minute. Take your time meandering from port to port, stopping for lunch and swims in beautiful bays along the way, before making the most of the afternoon breeze and sailing to your evening destination. This is undoubtedly one of the most enjoyable holidays available to people looking for something a little different.

Choose the type of holiday to suit you and your crew
 Independent Charter Photo    Skippered Charter Photo    Luxury Crewed Yacht Charter

Independent Charter


Skippered Charter 


 Luxury Crewed Charter

For those who have sailing qualifications, plenty of experience and want to be totally independent! Simply pick up the boat and set sail with our advice on making the most of your destination.


For those who are new to sailing and would like to experience sailing in the sun! Your skipper can help you learn the ropes and get some real hands on experience. Or you can simply sit back and relax.


Our luxury yachts are for those who wish to sit back and put their feet up. Our luxury crewed yachts come with a skipper and hostess team to cater for your every need! Like a floating chalet...but better!

Where can I sail?

Within our five countries, we have 14 different sailing areas, each with their own unique ability to create a memorable sailing holiday. Picture yourself sailing from harbour to harbour, bay to bay, island to island surrounded by beautiful blue skies and the warm Mediterranean sun. Have a look at our destinations and don't forget to get in touch if you have any questions at all. We are real people, who really do love sailing! We also know first hand which sailing areas will be best for you and your crew.

Croatia Location Pic Hvar 500 Pixels   Greece Location Pic Skiathos 500 pixels   Italy Location Pic Amalfi 500 pixels   Spain Location Pic Majorca 500 pixels   Turkey Location Pic 500 pixels










Each country offers a variety of different sailing grounds, suitable for all types of sailor. In order to help you choose the best sailing holiday destination for you, we have put together some of our favourite routes into rough guides on each area...

Our Rough Sailing Guides

Whether this is your first independent charter, or whether you are choosing an area in which to book a skippered charter, our Rough Sailing Guides can help you along the way. Choose between one or two week routes, suitable for beginners through to keen sailors, or simply choose a country and have a browse of the type of sailing holiday you can expect. Here are a few examples of holidays to choose from...

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Easy Island Hopping


Cruising Croatia 


For the Keen Sailors

Our top tips are to ask your crew what they fancy. Easy island hopping? Head to the Ionian Islands of Greece. If you are a keener sailor but looking to introduce family and friends, the Saronic Islands of Greece or the Dalmatian Islands of Croatia offer great wind combined with short island hops. If your crew are all budding Ben Ainslies, the Cyclades Islands in Greece offer strong wind and long sailing days. It's not all about the sailing however. You may have a family penchant for pizza or an other half with a love of prosecco? In which case Italy would be the place to go...the Mediterranean really is your oyster! Still unsure? Get in touch with one of our team...

Real people who love sailing (and more importantly holidays...)

Sure the other stuff is important – great boats, in awesome locations, with great sailing – but we believe our superiority lies in our people. From the moment you speak to someone on the telephone or via email you are talking to someone who has worked and been on our sailing holidays. They know first-hand what the boats are like, which areas will suit you best and even what the weather might be like! 

Sailing Holidays has been running holidays in the Greek Islands for over 40 years and the welcomes still haven’t waned...years on the Sailing Holidays team and fleet have grown a little. What is important to us is ensuring we still provide the same personal touch to everyone who comes sailing with us. Be that on an independent yacht charter, flotilla holiday or luxury skippered catamaran! If you are keen to read more, meet our team or see what our customers have to say...

Bareboat Team 2016 Triple Picture

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