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




Autumn Vibes

After a Summer of erratic weather, Sydney By Sail has been looking forward to what Autumn holds - consistent blue skies and light to moderate winds predominately from the North and East. What this brings to Sydney is perfect sailing weather - warm sunny days without the overbearing heat, and fresh light winds without the tropical storms. 

We are happy to offer a variety of personalised experiences on the Harbour to get you, your work team, your lover, your kids or your pet cat Fluffy out sailing on stunning Sydney Harbour. 

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Romance on Sydney Harbour

Antique Valentine 1909 01Romance & Sailing on Sydney Harbour

In the post-Covid era, we have had to find new ways to enjoy leisure time. We have designed our Romantic Overnight B&Bs to perfectly suit the Sydney-sider couple who are looking for a new adventure. 

Begin your experience with a private twilight sail, as a skipper takes you around Sydney Harbour and shows you the ropes. The skipper then anchors you in a sheltered bay and departs the yacht, leaving you two alone onboard with gourmet dinner and your BYO beverages. 

Image: Hulton Archive/Getty Images

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The BEST Thing About Sydney Harbour Is....

The Secrets Of Sydney Harbour 

Local Knowledge 

Sydney By Sail has been immersed in Sydney Harbour for over 25 years. We have a deep understanding of the harbour -  its history and stories, secluded anchorages and weather patterns, it's secrets and wonders - meaning you can rely on us to provide an unforgettable experience. 

Whether its history, understandingromance, excitement or tranquillity we have you covered. 

We have some Autumn deals available now, and it truly is the best time of year to sail, so give us a call or shoot us a note with an idea for your next adventure, and we will take the helm from there. 

This footage was captured 04/21 by professional videographer CBA FILMS

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Sydney to Hobart 2018

Sydney to HobartWhere will you find most Sydneysiders on Boxing Day??

Scattered around Sydney Harbour at every possible vantage point to see the start of the Annual Rolex Sydney to Hobart yacht race!

At 1pm on December 26, 2017 some 102 yachts departed the world famous Sydney Harbour for a race against time to Hobart, Tasmania. Their journey - south for some 628 nautical miles (1,163 kilometres).
Image Source: http://rynostv.com

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