The Big Sail Event

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Our history

Our history

Creating holidays for over 45 years

Tracing our heritage back to 1974, we are the world’s leading sailing vacation company, delivering unforgettable sailing adventures in some of the world’s best cruising grounds.

We first set sail from Aegina, on Greece’s exquisite Saronic Gulf, with just seven 25ft Snapdragon yachts. Led by Skipper Janet Green, her Australian hostie Megan and English engineer David Archer, the sailing vacation was so successful that seven more Snapdragons were built, making the first ever flotilla fleet.

Since those early days, we’ve developed bareboat routes and flotilla itineraries that take in the best of our destinations. Go your own way and explore to your heart’s content on a bareboat charter, or add a sociable twist on a flotilla, with the security, comfort and support of a lead crew just a VHF call away. From seven days of exciting sailing in the Saronic to two weeks on a chilled-out Caribbean adventure, we’ve got the world’s best cruising grounds covered.

Sunsail at the Newport boat show 1994

Sunsail boatshow bus
Sunsail girls racing team

All these years later, we’re just as passionate about sailing as we were when we first started. We offer bareboat charters in 20+ Stunning Sailing Destinations and flotilla sailing vacations in four countries, while our fleet has grown from seven to 538 yachts. We have also set up sailing schools around the world to share our knowledge and passion, and pass on the thrill we first felt over 45 years ago.

Whether you’re looking for a tailor-made sailing vacation, a skippered or yacht charter, a flotilla or a sailing course, we’ll look after you every step of the way.

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