DARLING HARBOUR, SYDNEY  -  Phone: +61 2 9280 1110 - [email protected]
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Sailing Trips, Private Yacht Charter, Corporate Events
& Sailing School in Sydney

Daily Sailing Trips

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.

Romantic Getaways

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

Private Charter

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.

Team Building

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

Yacht Share

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

Sailing School

Become confident, competent and certified with our internationally accredited Sailing School. Courses from beginner through to International Bareboat Skipper available now!
Based on 104 reviews
Osama Tahir
Osama Tahir
15 January 2023
A friend recommended me the 3 hour trip around the harbour. This was my first time ever on a boat and I must say what a great experience it has been. Our Skipper Chris was an absolute pleasure to sail with. He let us take charge of the boat steering and also taught us how to work our way around the sails. I would highly recommend this to everyone and also check out the different packages they offer. All The Best Guys!!!
Michael Lira
Michael Lira
7 January 2023
It’s a great way to explore hidden parts of the city. Mark is a fantastic guide. I can’t recommend this trip enough.
Shona Forsyth
Shona Forsyth
3 January 2023
Excellent afternoon sailing on the harbour. The Skipper Chris was great; he let people become as involved as they wanted to be. So drinks and cheese for some, and winching and helming for others.
Ekaterina Kuznetsova
Ekaterina Kuznetsova
3 January 2023
Great school to get your skipper license! Thanks to their many different yachts and several instructors you can learn over the course of several weeks (or months, if you take it super slowly, you’re setting the pace) and get really familiar with sailing. I am very happy that I was fortunate to do this option vs. the 1-2 week live aboard (with the same instructor and on the same boat) which I aimed for initially
Jess Quirk
Jess Quirk
30 December 2022
Very clean boat with great facilities and really lovely skipper Aaron who chose an amazing spot to watch the start of the Sydney Hobart race on Boxing Day! He was very informative of the history of the harbour and was so friendly! Amazing day out and would definitely do it again!! Highly recommend
Dan Burns
Dan Burns
29 December 2022
We had a fantastic day on the boat watching the Sydney-Hobart race. Our skipper Aaron was brilliant, he found a great view of the start line and also gave us lots of interesting history and information about the harbour and all the bays. Aaron also got everyone on board involved in sailing the boat, which we all really enjoyed. Overall it was a great experience and we would definitely recommend SydneyBySail
Mohamad HAMDAN
Mohamad HAMDAN
28 December 2022
What an amazing experience. Phenomenal service by Angus and the team. Highly recommended. I will surely do it again!
Robert Budway
Robert Budway
30 November 2022
Amazing time spent with the Sydney by Sail team on the water in Sydney Harbor. Skipper Aaron was very knowledgeable, talented and polite. The boat was spotless and impressive. Our dockside welcome by Josh made us feel like we were old friends. I’d highly recommend this adventure. Bring some warm clothing!
ilka heitz
ilka heitz
29 November 2022
Was gibt es Schöneres, als an einem sonnigen Tag am Opera House vorbeizusegeln? Der Segelausflug mit dem super netten Team von Sydney by Sail ist ein absolutes Muss und eine Garantie für unvergessliche Stunden in dieser einzigartigen Stadt. Wirklich empfehlenswert! Have fun!
Aisha Noor
Aisha Noor
25 November 2022
Amazing sunset experience! Would highly recommend. Skipper Mike gave us a brilliantly calm and enjoyable sail and took some lovely photos of us. A highlight of our trip!

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