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Book your new south wales sailing Adventure

Set sail aboard one of our three exceptional yachts and discover the breathtaking coastline and offshore wonders of New South Wales. From remote expeditions to Middleton Reef, Elizabeth Reef, Balls Pyramid, and Lord Howe Island, to iconic events like the Rolex Sydney Hobart Yacht Race, or scenic coastal passages from the Gold Coast to Sydney, there’s a sailing adventure to match every passion. Note: This list is sorted alphabetically by event name. To the view upcoming events in date order, review the Sailing Calendar. View Trip Reviews.

Starting from $464pp per day all inclusive


Brisbane to Sydney | Australia

7 Nights | 460nm
Price: from AUD$3,750
Yacht: Awen
Coastal Passage
Options: Single Berths / Shared Cabins

The Brisbane to Sydney Passage is an exhilarating 460 nautical-mile journey along the stunning Queensland and New South Wales coastlines. Starting from the Brisbane’s Moreton Bay and heading down the Queensland Coast, and New South Wales Coast to Sydney.

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Gold Coast to Sydney | Australia

10 Nights | 820nm
Price: from AUD$7,750
Yacht: Silver Fern
Sailing Expedition Passage
Options: Max 8 Single Berths, Shared Cabins

This offshore passage is a 820nm expedition from Southport on the sunny Queensland Gold Coast, to Middleton and Elizabeth Reef’s, 300nm to the east, Lord Howe Island 100nm to the south, Balls Pyramid and finally 420nm to Sydney; Australia’s home of the Rolex Sydney Hobart Race.

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Rolex Sydney Hobart Race | Australia

8 Nights | 630nm
Price: from AUD$13,750
Yacht: Silver Fern
Ocean Race
Options: Max 12 Single Berths, Shared Cabins

The Rolex Sydney Hobart Race is one of the toughest and most respected ocean races in the world. It’s the only major race that starts in a harbour, takes in a passage and finishes in a river. This will edition of the Rolex Sydney Hobart Race, with a fleet in excess of 100 yachts expected.

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Rolex Sydney Hobart Race | Australia

6 Nights | 630nm
Price: from AUD$17,750
Yacht: Awen
Ocean Race
Options: 9 Single Berths / Shared Cabins

The Rolex Sydney Hobart Race is one of the toughest and most respected ocean races in the world. It’s the only major race that starts in a harbour, takes in a passage and finishes in a river. This will be the 80th edition of the Rolex Sydney Hobart Race, with a fleet in excess of 100 yachts expected.

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Sydney to Gold Coast Race | Australia

7 Nights | 384nm
Price: from AUD$5,250
Yacht: Awen
Coastal Yacht Race
Options: Single Berth | Maximum berths: 9

The Sydney to Gold Coast Yacht Race is one of Australia’s premier offshore sailing events, offering competitors an exhilarating 384-nautical-mile journey along the stunning New South Wales and Queensland coastlines.

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Sydney to Southport | Australian Expedition

21 Nights | 820 nm
Price: from AUD$9,750
Yachts: Silver Fern, Te Kaihōpara
Two Yacht Sailing Expedition
Options: Single / Double Berths, Shared / Private Cabins

Embark on an exceptional 21-day sailing adventure, navigating the stunning eastern coastline of Australia. From the iconic harbour of Sydney to Balls Pyramid, Lord Howe Island, Elizabeth and Middleton Reef’s and the golden shores of Southport, prepare to hoist the sails and set off on a journey rich with scenic beauty and unique wildlife.

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Trans-Tasman Sydney Auckland Race

15 Nights | 1,270nm
Price: from AUD$15,750
Yacht: Awen
Ocean Race
Options: 9 Single Berths / Shared Cabins

For just the second time in decades we will see a fully crewed Category 1 yacht race from Australia to New Zealand. The race will start on Sydney Harbour and finish in the Auckland Harbour.

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Couldn’t find what you were looking for?

Click on the links below to explore more sailing adventures.

Categories: All Events | Coastal Passages | Cruises | Expeditions | Ocean Passages | Racing
Destinations: Australia | Fiji | New Zealand | Vanuatu | South Pacific | NSW | QLD | NT | WA
Yachts: Awen | Sea Breeze III | Silver Fern | Te Kaihōpara