About EastSail – who we are

Founded in September 1983, EastSail was launched on the same day Australia 2 won the America’s Cup. Auspicious beginnings indeed for Deb and Pete, two young Sydneysiders with a passion for sailing and a dream of owning a sailing company.

Their innate sense of adventure and determination has led these young entrepreneurs through a thirty year journey at EastSail. The company has grown to a full time staff of eight and a team of 20 highly qualifed skippers and instrcutors and a $5 million fleet of 23 yachts and cruisers. EastSail fleet is second to none in Australia. Beneteau, Dufour, Sydney yachts and our cruisers that are the latest in design, well maintained and impeccably presented.

About EastSail

  • The experts in sailing yacht and motor cruiser charter
  • Locals who have lived our lives on the harbour
  • Sydney’s most trusted international sailing school
EastSail history 01

Founders: Joe, Deb and Pete


Our first office


Our first fleet: People Eater


Our first fleet: Debutante

Meet the EastSail Crew



Lucette is our manager here at EastSail. She’s been with us for more than a decade and is always willing to go the extra mile to make sure your time on the water is perfect.



Joe is our sailing school manager and an RYA Yachtmaster Instructor. He is loving Sydneys’ weather after growing up in the UK. You’ll recognise him by his friendly smile and encyclopedic knowledge of RYA syllabus.



Katy is more than just our receptionist – she in also an RYA Yachtmaster \Instructor and a keen racer. She works closely with our customer service trainee, Archimedes.



Kaijie is our maintenance manager. He has vast knowledge of electronics and engines, as well as being a great sailor. He holds RYA Yachtmaster Instructor and AMSA Coxswain qualifications. Originally from Shanghai Kaijie is fluent in Mandarin.
eastsail director Deb



Deb is our founder, company director and the brains of the operation. She’s seen EastSail grow from two boats and a tiny office to what it is today and is still working to make every day better than the last.



Pete joined EastSail in 1985, married Deb in 1991 and has seen the business flourish. He is responsible for ensuring our boats are ship shape. He is the Principal of our Sailing School, an RYA Yachtmaster Offshore, AMSA Master 5 and MED 3.



Freddie is our dock manager and helping hand here at EastSail, but he’s not just a pretty face, he’s also qualified as an RYA Yachtmaster Instructor.



Jean is our Chief Instructor with a wealth of around the world sailing experience including 20+ visits to Antarctica! She is an RYA Yachtmaster Instructor and AMSA Master 5 and MED 3.



Grace has been toddling around EastSail since she was a baby, but now that she’s all grown up she’s a deckhand and AMSA General Purpose Hand. She also built this website between her studies at Sydney Uni.



Archimedes is our customer service trainee here at EastSail. He’s always ready to greet you when you come into the office, and will happily trot down the dock to show you to your boat (in return for pats of course!)



Laura is making sure everything on the dock is tickety-boo. Her eye for detail is second to none. She’s one of our most popular deckhands and is a AMSA General Purpose Hand. She is also a great cook!



George has been here with us at EastSail for a number of years. Since retiring as our mechanic, he has stuck around to become one of our most treasured skippers. George is an AMSA Coxswain.



Wendy is our resident celebrity, having just returned from skippering a round the world yacht race, and is a qualified Yachtmaster instructor with AMSA Master 5 and MED3 qualifications. She is also a Yachtmaster examiner.



Lothar is one of our most experienced and popular skippers. He has a great sense of humour. Lothar learnt to sail with us many years ago and is now an RYA Yachtmaster Instructor and AMSA Master 5.



Romy is our weekend receptionist and deckhand. She’s always got a smile on her face and is ready to help to get you out on the water.



Cyril grew up in France and now calls Sydney home. He is an RYA Yachtmaster Instructor.
Boat licence



Bill is one of our multi talented skippers, he’s equally comfortable skippering a sailing yacht or driving Yarranabbe, or teaching a lesson. He is an RYA Yachtmaster Instructor, AMSA Master 5 and MED3.



“Bubbles” is an expert deckhand/hostess. With years of experience crewing super yachts she’s picked up a few skills – no one can balance a tray of drinks in 20 knots of wind like Frieda!



Robbie is a Californian boy who grew up on yachts, he became a serious sailor whilst studying Marine Biology at Santa Cruz uni. He is very engaging and fun and is an RYA Yachtmaster Instructor.



Tom is an RYA Yachtmaster, AMSA Master 5 and MED 3, when not working on one of our yachts you may find him surfing or kite surfing.



Brien is an RYA Yachmaster Instructor and AMSA Master 5. He has sailed some lovely yachts in many lovely parts of the world and is now a single dad to his cute as a button son Carl.



Ros is our numbers lady, no one counts beans quite like her! She is a lovely, calm presence in our office 3 days a week and pretty popular on pay day!.



Angus has been working as a deckhand with us for a few years. Now he is at Sydney Uni majoring in commerce and learning Mandarin. One day soon he’ll become a Coxswain.



Steph is one of our deckhand and is also keeping our leather polished and our stainless shiny in between her screen writing ambitions.