Top Sydney Sailing Trips

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Sydney Harbour Luxury Sailing Trip including Lunch

4.5 star rating: Recommended 19 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 $237.06

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 $107.76

Sydney Harbour Sailing Tour with Swimming in Athol Bay

5 star rating: Highly Recommended 2 Reviews

Discover Sydney's urban highlights on this 3-hour sailing tour of  Sydney Harbor. See top sights such as the Sydney Opera House and Sydney Harbour Bridge as ... 

Location: Sydney, Australia
Duration: 2 hours 30 minutes

From USD $59.86

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 $95.78

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 $79.02

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 $107.76

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 $439.01

3-Hour Sydney Harbour Sailing Experience from Manly

Experience sailing on Sydney Harbour, a three hour sail where you can be involved in sailing the yacht as much or as little as you like.

Location: Manly, Australia
Duration: 3 hours

From USD $118.93

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 $87.00

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 $167.62

Sailing Lessons on Sydney Harbour

Experience the magic of sailing on Sydney Harbour in comfort and style as you hop aboard a race tuned yacht. Steer the yacht, trim the sails, or just relax ... 

Location: Sydney, Australia
Duration: 3 hours

From USD $134.90

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 $558.74
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