Top New South Wales Sailing Trips

Cruises, Sailing & Water Tours See all

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Sydney Harbour Luxury Sailing Trip including Lunch

4.5 star rating: Recommended 20 Reviews

Take in the stunning views of Sydney on a Sydney Harbour on luxury sailing trip. On board your 40-foot luxury sailing yacht, with your experienced skipper at ... 

Location: Sydney, Australia
Duration: 5 hours

From USD $233.26

Sunset Sailing on Sydney Harbour

5 star rating: Highly Recommended 5 Reviews

Experience the beauty of Sydney Harbour on a sunset yacht cruise. See the hustle and bustle of the day fade and the city lights begin to twinkle in the dusk, ... 

Location: Sydney, Australia
Duration: 2 hours

From USD $102.24

Small-Group Sydney Harbour Morning Tea Cruise

Leave Sydney's crowds behind for a small-group, 2-hour cruise in Sydney Harbour. Board your cruise in the morning and enjoy tea while you take in the city's ... 

Location: Sydney, Australia
Duration: 2 hours

From USD $74.98

Sydney’s Tall Ship Sailing Adventure on James Craig

5 star rating: Highly Recommended 8 Reviews

Take to the seas around Sydney on a 5- or 6-hour tall ship sailing adventure on board the beautifully restored ‘James Craig.’ Sailing only twice a month, the ... 

Location: Sydney, Australia
Duration: Varies

From USD $90.88

Twilight Yacht Racing on Sydney Harbour

Experience the excitement of twilight racing on Sydney Harbour aboard a 58-foot (18-meter) custom-built luxury yacht. You can try your hand at 'pulling ropes,' ... 

Location: Rose Bay, Australia
Duration: 3 hours

From USD $82.55

Sydney Harbour Sip and Sail Twilight Cruise

Set sail aboard a beautiful 58 foot sailing yacht for a memorable sunset cruise on Sydney Harbour.  Enjoy some local organic wines accompanied by a a gourmet ... 

Location: Rose Bay, Australia
Duration: 2 hours

From USD $82.55

Sailing Day Tour on Sydney Harbour

4 star rating: Recommended 9 Reviews

Enjoy a half-day of sailing on stunning Sydney Harbour on a luxury cruising yacht and explore parts of Sydney only known to the locals. See iconic ... 

Location: Sydney, Australia
Duration: 4 hours

From USD $159.04

Romantic Sailing on Sydney Harbour

Bored of date night at the local restaurant?! Escape the everyday and sail away with your loved one on stunning Sydney Harbour! We offer a couples special deal ... 

Location: Sydney, Australia
Duration: 4 to 20 hrs

From USD $416.54

Sydney Whale and Sail Tall Ship Experience Including Lunch

Each year the Great Whale Migration sees thousands of Humpback and Southern Right Whales swim close to the coastline around Sydney. Coral Trekker, one of ... 

Location: Sydney, Australia
Duration: 5 hours

From USD $112.85

Sunrise Sailing on Sydney Harbour

5 star rating: Highly Recommended 2 Reviews

See sunrise on Sydney Harbour with a 2.5-hour sail on a luxury cruising yacht. View the start of a new day as the city awakens with the morning sun. Sail past ... 

Location: Sydney, Australia
Duration: 2 hours 30 minutes

From USD $102.24

Luxury Yacht and Catamaran Sailing Charters on Sydney Harbour

Charter a yacht or catamaran on Sydney Harbour and experience Sydney by boat. Sydney Harbour is the ultimate playground, and the best way to experience it is ... 

Location: Sydney, Australia
Duration: 4 hours

From USD $530.14
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