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
Founders: Joe, Deb and Pete

Founders: Joe, Deb and Pete

Eastsail First Office

Our first office

Eastsail First Fleet: People Eater

Our first fleet: People Eater

Eastsail First Fleet: Debutante

Our first fleet: Debutante

Meet the EastSail Crew

Katy Eastsail Crew



Katy is the heart of the EastSail’s office crew and keeps our operations ship shape all year-round, working closely with our customer service trainee Archimedes. Katy is also an RYA Yachtmaster/Instructor and a keen racer.
Kaijie Eastsail Crew



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.



Amelia is our receptionist and manages all reservations for business and leisure. She is always here to help make your day out on the harbour one to remember.



Joe is one of the founders of EastSail and has returned as the general manager after an 18 year hiatus. Catch him and Jasper in the office or down the dock working hard to make your experience with EastSail the best it can be.



Greta is our keelboat and beginner powerboat instructor extraordinaire, holding qualifications as an Australian Sailing Dinghy Instructor and Power Boat Level 2 Instructor.



Lisa has recently joined the EastSail team as our logistics manager. She keeps the EastSail ship afloat and makes sure everything is smooth sailing with your experience on the water.
Ros Eastsail Crew



Ros is our accountant and takes care of all the books. She is an integral part of the EastSail team and can help out with booking your next charter or any other requests.
Grace Eastsail Crew



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.



Herbie is an RYA Yachtmaster/Instructor and a jack of all trades on the boats and on the dock. In his spare time you might catch him on stage singing baritone in an Opera!
Lothar Eastsail Crew


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.
George Eastsail Crew



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.
Bill Eastsail Crew



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.
Wendy Eastsail Crew



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.
Angus Eastsail Crew



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.
Jean Eastsail Crew



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.
Tom Eastsail Crew



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.