DARLING HARBOUR, SYDNEY  -  Phone: +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. 


Sydney Harbour Overnight Adventure

Our most popular packages – our Romantic B&B’s, have just acquired a new flavour. Bring the family along for an overnight adventure on Sydney Harbour!
Whether it’s the Gold B&B, Platinum B&B or Diamond B&B, you can now ditch the babysitter and bring the kids along for only the cost of the extra catering! 

These experiences start with a private skippered sail onboard your luxury yacht, where you can sit back & relax or be an active part of the crew while you cruise around Sydney Harbour. After that, the skipper anchors you in a sheltered bay and departs the yacht, leaving you with your gourmet catering (Dinner & Breakfast) and a stunning Sydney sunset. 

Prices (for 2): 
Gold B&B: 2 hour sail, gourmet dinner and breakfast and overnight stay on our Hunter 36 at $1195
– Platinum B&B: 3 hour sail, gourmet dinner and breakfast and an overnight stay on our stylish Dufour 382 at $1430
Diamond B&B: 6 hour sail, gourmet lunch, dinner and breakfast and an overnight stay on our Dufour 412 at $2330

Corporate Team Building 

As the working from home phenomena slowly loses momentum, it’s a great idea to treat your team to a fun and unique Team Building Experience on Sydney Harbour. Whether your team is 10 or 100, we can create a personalised experience for you. 

Race around places of interest like Fort Denison, Watsons Bay or Shark Island, while your team actively sails the yacht under instruction from one of our professional skippers. 

Popular Regatta formats: 
Bronze Regatta: 3 or 4 hour formats at $180 or $190 per person. Our bronze regatta is all about racing, getting your team communicating, participating and working together while they sail our luxury yachts on Sydney Harbour. 
Regatta & Relax: 5 or 6 formats at $245 or $255 per person. Enjoy a team building regatta then spend some time anchored in a sheltered bay enjoying some food and drink. 
Point to Point Regatta: 4 hour format. Combines yacht racing with the element of deciphering clues to find the next point in the race! $220pp


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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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