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.
Just finished a serie of IYT courses with Sydney By Sail after joining their ‘Introduction to Yatching’ experience and absolutely loved it. The instructors are fantastic. Knowledgeable, kind and patient, they never make us feel silly to ask any question and are keen to teach. Amazing fleet of luxury boats to spend days learning to sail in iconic Sydney Harbour and beyond!
8 March 2023
I have always dreamt of sailing in the Sydney Harbour. However, I was in Sydney for only two days and thought that my chances of arranging a skippered sailing experience were nil.
I searched online for a tour, but being Friday, I had little luck of finding one. So I decided to walk down to “Sydney By Sail”
and just ask. I was greeted by Ed, who was amazingly friendly and courteous. To my surprise, he arranged for my guests and I to sail with Skipper Aaron on their Dufour 310 in the evening.
Aaron was fantastic. And before sailing, Ed sent us off with a beautiful gift — a magnificent charcuterie box.
After and afternoon storm, the wind died down, so Aaron motored us to a place where we could raise the sails and enjoy the breeze and the Harbour.
The motor was so quiet, that even while motoring, the ride was spectacular. We happened to go under the Sydney Harbour bridge as the cruise ship Ovation of the Seas from Royal Caribbean was beginning its voyage.
On our return journey, skies turned dark with a bit of rain (for which we were provided rain coats) which provided an extraordinary background to see the lights of Sydney shine on the Harbour waters — a sight I’ll never forget.
It was a magical and unforgettable experience — one I highly recommend.
Thank you Aaron and Ed!
5 February 2023
What an amazing experience. Highly recommend it. Great staff and the yacht was very clean and well kept. Sam the skipper was charming and accommodating, also very informative and knowledgeable. Great value !Sydney is such an amazing city, what a fabulous way to experience the Harbour!
5 February 2023
What an excellent experience. Very friendly and knowledgeable staff. We booked an overnight yacht B&B experience that included a 3 hours sail for our anniversary. Everything was almost perfect – from the decoration to the food! Absolutely recommended for a special day!
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!!!
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.
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.
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
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
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