Join our shared 3 HR hands-on or sightseeing sailing experience. Take the helm or sit back and relax as the skipper guides you about the Harbour under sail.

Become confident, competent and certified with our internationally accredited Sailing School through IYT. Courses from beginner through to International Bareboat Skipper available now! Embark on a unique & unforgettable mile builder with Sydney By Sail’s Mile Building Expeditions.

Enjoy our unique & popular Romantic B&B Packages – imagine private skipper, gourmet catering, and an evening unaccompanied onboard a luxury yacht.

Privately Chartering a Yacht is the perfect way to experience Sydney Harbour with a group of friends or family. Our Luxury Fleet ranges from 31ft – 45ft and can be chartered 24/7 over various durations.

Arrange a unique and exciting Team Building Event sailing luxury yachts on Sydney Harbour. No previous experience necessary,

Invest in an economic and accessible Yacht Share syndicate allowing 10% owners 33+ days of yachting a year on Sydney Harbour & beyond.