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



Alex our dockstaff, instructor and a jack of all trades on the boats.
Holding many qualifications including RYA Yachtmaster Ocean, RYA powerboat and dinghy instructor as well as a degree in sports science.



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.



Amelia is our receptionist and reservationist.
She is here to help make your day out on the harbour one to remember.



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!)



Gabi is an expert hostess/deckhand who has many years of sailing experience with her family.
Gabi grew up in Finland and is currently studing neuroscience in Sydney.



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 one of 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.



Ros is our accountant and takes care of all the books.
Ros is not just our accountant, she can also book your next charter for you.
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!



Angus is a deckhand with us on both the sailing boats and MV Yarranabbe.
He will take care of all your needs whilst you are out on the water.



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.