DARLING HARBOUR, SYDNEY  -  Phone: +61 2 9280 1110 - [email protected]

World by Sail – Sail Croatia, Europe, USA, etc with Luxury Yacht

Want to plan your dream holiday?

Whether you’re a current student with us, a regular charterer or brand new to our site – Sydney by Sail can arrange your dream sailing holiday. As it turns out – us Aussies know how to handle a yacht or catamaran- particularly after one of our Sail Training packages. They love us so much overseas, that Sydney By Sail customers have access to discounted yacht charters across a wide variety of places in Europe, the Caribbean, North America & even Africa. Take the World by Sail with Sydney by Sail.

Our collaboration commenced with the esteemed Under the Heavens Sailing Cruises, located in Primošten and Komolac in the crystal clear jade waters of Croatia, but has grown to many different charter companies across the world, and really anywhere your soul desires!


Well to be honest, we met at a bar and got talking! Under the Heavens has treated Aussie families to yacht charters in the past – and apparently we have a good reputation being considerate, careful yachts men and women who look after their luxury boats. They offered us the opportunity to extend discounted yacht charters to our clients and well.. why the hell wouldn’t we? 

After making waves with Under the Heavens, we met their friends – and now can facilitate yacht or catamaran charters any where in the world – pretty cool huh?


The bookings systems on this page will take you to various opportunities through a high-tech booking manager, allowing you to see current availability and book your preferred vessel on your preferred dates from the comfort of your own home. Sydney By Sail will assist in preparation for your voyage with training, advice, passage planning and having direct communication with the senior members of the company you elect – ensuring your dream holiday on the other side of the world is nothing but smooth sailing. 

With Last Minute Options, One Way Options, Short Term Offers and a complete and comprehensive search function – get navigating and experience the future of booking your dream holiday. 

Sail Training with Sydney By Sail

If you aren’t quite ready to bareboat charter just yet – we can assist in providing the skills to get you competent, confident and internationally certified through our Sailing School

Our Sail Training School, est. in 1995, lies at the core of our business. It has provided training and certification to thousands of individuals on our fleet of luxury yachts, many of which have progressed into our Yacht Share ownership programs, or owning their very own dream yacht, chartering elsewhere around the world, or progressing into careers in the industry. 

Whatever your previous experience, we have the right Sail Training course for you. 

Fill your story book with as many adventures as possible. 

Complete Search Box

Anytime, anywhere – the horizon is yours. 

Yacht charter availability powered by booking-manager.com

Last Minute Search Box

Last minute discounted opportunities – Carpe Diem

Yacht charter availability powered by booking-manager.com


For those on a deadline – shorter sailing holidays that work for both the company and the customer

Yacht charter availability powered by booking-manager.com


No return tickets on these offers – take a boat from A to B and reap the financial benefits!

Yacht charter availability powered by booking-manager.com


Copyright © Sydney By Sail
A.B.N. 44 071 366 633
Privacy Policy
Terms & Conditions
Exclusion of Liability
Using our Website

Contact US

Festival Pontoon
National Maritime Museum
2 Murray Street,
Darling Harbour NSW 2000
Telephone: +61 2 9280 1110
Contact FormClick here