Sailing Holidays
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Sailing Holidays
Our unique set of luxury yachts come with their own skipper, so you can learn the ropes, or just sip GnT's in the sun. We offer comprehensive RYA training and qualifications in the sunny Greek Islands. 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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We are the largest independent sailing holiday company in the UK. We love sailing and so know exactly what goes into an outstanding holiday. We own and run our own flotilla yachts, as well as working with local yacht owners, all sourced from a select pool of suppliers throughout the Mediterranean for more bespoke holiday options.
Sailing Holidays Ltd is the largest British owned and operated flotilla sailing holiday company. We have been in operation for over 40 years, and are proud of our family based culture that has introduced sailing to thousands of people over the years. Sailing Holidays Ltd began life in 1976 as Flotilla Sailing Club.
Our laid back approach to flotilla sailing provides the ideal first step to sailing a yacht as well as the perfect way to introduce friends and family. The majority of sailors who sail with us will return the following year, many times together with friends they have made on their previous holiday.
A flotilla is a group of 10-12 yachts, guided by one of our lead boats, with a Skipper, Engineer and Hostess on board. On a flotilla holiday you can meander around the beautiful Greek Islands in the comfort of your own yacht, living the dream. The flotilla usually consists of around 20-50 people depending on the size of boats and time of year.
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 on board Skippers).
Reviews (9)
Chris Bish
Chris Bish
Oct 25, 2021
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I approached my return to yacht sailing after 26 years with some apprehension and having had previous bad experiences. It could not have been better. My doubts disappeared rapidly thanks to the perfect support of the lead crew, who were GB, Alex and Seanna. Always there when needed and sorting out problems with a smile. Calm, supportive and… professional at all times, as well as taking the time to chat over a drink, I really cannot see how they could have done better. The yacht was also perfect for leisure sailing, being clean, well-maintained and a perfect gentleman when sailing (or lady
Sarah Carling Still
Sarah Carling Still
Oct 02, 2021
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Fabulous holiday with the best lead crew! Dom, Tom and Billie were amazing!
Christine Butez
Christine Butez
Aug 12, 2021
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Les flottilles arrivent dans les mouillages sans respect pour les navires déjà en place, et le matin tout le monde profite des consignes de navigation données par VHS en écho sur tous les voiliers de la flottille !
John Heath
John Heath
Nov 02, 2020
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Just had the easiest weeks sailing ever thanks to lead crew Athina. I felt like royalty the way that we were looked after. A big thank you to skipper Ben, Engineer Tom and hosti Beki. I look forward to coming again sometime in the future.
Malcolm Perry
Malcolm Perry
Oct 11, 2020
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Just got back from a two week flotilla. Lead boat Athina were outstanding. Patch, Beki and Tom blew the lid off it. Beer pong, beaches and a bloody good time. Can't recommend these folks enough.
Stuart Chapman
Stuart Chapman
Oct 11, 2020
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Sailing holidays are sailing into azure blue coves and dropping the anchor, having a swim and then lunch and relaxing .In the evening tide up to a quay with the taverns yards away and every day different .Bliss .
Gavin Chater
Gavin Chater
Sep 18, 2020
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Had 3 wonderful seasons sailing flotillas with Sailing Holidays, and prefer them to the alternatives in the market, whom we have also used. Their yachts are set up for simple short handed sailing (rather than set up as racing craft). They are very well maintained, and comfortable with all the extras you could need on holiday. Unlike others we have… sailed with, their crew of 3 on every flotilla are knowledgeable of the local area, and will provide support without hesitation nor judgement, when needed. It’s also refreshing that the MD (Barrie) is often seen working hands on the boats
Hilary Adkin
Hilary Adkin
Sep 15, 2020
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Poorly led flotillas whose lead crew are happy to compromise the safety of other yachts around them , as long as they are 'having fun.' Whenever we see a Sailing holidays flotilla arrive our hearts sink at the prospect of several hours of anchor watch and collision prevention.
Dave Simpson
Dave Simpson
May 20, 2019
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Just returned from a 1 week flotilla in the South Ionian. We were first timers and had a fantastic time. Yacht was easy to handle and the lead boat crew were very helpful if there was any issues. Would definitely recommend Sailing Holidays.