Welcome to Sydney by Sail, home to Australia’s most unique and premium team building experiences. Based in Darling Harbour, we specialise in unforgettable corporate sailing events that foster teamwork, communication, and trust – all while your team enjoys the thrill of sailing on the world’s most beautiful harbour on Australia’s newest fleet of luxury sailing yachts.
Whether you’re rewarding your team, connecting departments, or looking for a creative way to host your next corporate function, our Team Building Regattas deliver impact, adventure, and lasting memories.
There’s no better environment to build relationships than out on the water. Our experiences are:
✅ Active & Engaging – Every guest has a role onboard. No prior sailing experience is needed. Premium & Professional – Luxury yachts, world-class instructors, and seamless logistics.
✅ Inclusive & Collaborative – Designed to bring out the best in everyone, regardless of background or ability.
✅ Flexible & Customisable – From 2-hour sails to full-day events with catering, branding, or functions.
✅ Stunning Location – Departing directly from Darling Harbour, next to the Australian National Maritime Museum.
Race around Places of Interest in Sydney Harbour. This format is simple but effective – involving 1 or 2 races over 2, 3 or 4 hour formats. The Bronze Regatta is great for an icebreaker for a new team or individual clients to get to know each other.
This event is quite streamlined, with limited time to facilitate stopping at anchor to enjoy catering and beverages onboard. It is still possible to enjoy catering and beverages on this format, it will just be while you are racing a luxury yacht on Sydney Harbour!
The Silver Regatta is a hands-on format involving 2-4 short races with on water race management administered by a committee boat.
This format is best for improving group culture and developing leadership and communication skills. If your team knows their way around a yacht, this event is for you!
This package is our most authentic Sydney harbour experience, offering 5 or 6 hour packages that allow teams to enjoy the excitement of a sailing race followed by some chill time at anchor to enjoy some gourmet catering & beverages and even a swim!
This format is best for those wishing to combine excitement and R&R in the one package, all onboard a luxury yacht in Sydney Harbour. This package is the ‘Skippers choice’.
The Point to Point Regatta combines a yacht race with the addition of having to decipher orienteering style clues using local knowledge or navigational charts to find the next point in the race.
This format is best for developing cohesiveness as the group learns the importance of team work and communication. They will have to think and act fast under race conditions, activating participants physically and mentally.
This is our package designed with fun as the main priority. Teams race their sailing yachts around Sydney harbour, answering questions and clues in order to find the area in which the treasure is buried in this 4 hour package.
The challenging and mind-teasing clues mixed with the adventure of sailing and navigating, all have to be mastered in a race for buried treasure!
This format is best for the group looking for a bit of fun out on the Harbour.
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Festival Pontoon
National Maritime Museum
2 Murray Street,
Darling Harbour NSW 2000
Festival Pontoon
National Maritime Museum
2 Murray Street,
Darling Harbour NSW 2000
Telephone: +61 2 9280 1110
Contact Form: Click here