Top Sydney Sailing Trips

Sailing Trips
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    Romantic Sailing On Sydney Harbour New on TripHobo Duration: 20 Hrs

    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 with exclusive use o...

    From USD413.09
  • Sydney Harbour Sip And Sail Twilight Cruise New on TripHobo Duration: 2 Hrs

    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 cheese platter while yo...

  • Twilight Yacht Racing On Sydney Harbour New on TripHobo Duration: 3 Hrs

    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,' or just sit back and...

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    Small-Group Sydney Harbour Morning Tea Cruise New on TripHobo Duration: 2 Hrs

    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 sights, including the S...

    From USD74.36
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    Sailing Day Tour On Sydney Harbour 9 Reviews | Duration: 4 Hrs

    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 landmarks of Sydney as you sail p...

    From USD158.85
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    Sunrise Sailing On Sydney Harbour 2 Reviews | Duration: 2 Hrs 30 Mins

    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 the iconic landmarks ...

    From USD101.4
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    Sunset Sailing On Sydney Harbour 5 Reviews | Duration: 2 Hrs

    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, as you relax with a gl...

    From USD101.4
  • Sydneys Tall Ship Sailing Adventure On James Craig 8 Reviews | Duration: Flexible

    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 authentic square-rigged ...

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    Sydney Harbour Luxury Sailing Trip Including Lunch 20 Reviews | Duration: 5 Hrs

    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 the helm, you'll sail ...

    From USD232.98

About Sydney Sailing Trips

Explore the best Sailing Trips tours in Sydney. Offering a delightful experience, these tours are all you need to enjoy your visit to the fullest.

Reviews about Sailing Trips

  • Mary C 18-Jan-2017 for Sydney Harbour Luxury Sailing Trip including Lunch

    Amazing sail with Amazing captain who was so knowledgeable about the history and homes and buildings along the coast line. Sailed into many coves and out to the heads. Enjoyed gourmet lunch with wi...

  • Leannetaylor2000 08-Oct-2017 for Sailing Day Tour on Sydney Harbour

    Older boat. Enjoy a light lunch of shared antipasto platters and fresh seafood, topped off by delicious King Island cheeses, seasonal fruits and a glass of sparkling wine - no seafood, no wine. T...

  • Fiona S 23-Sep-2017 for Sydneys Tall Ship Sailing Adventure on James Craig

    LOVED this experience and the crew made the whole day enjoyable. the packed lunches were really good even if the wind wasn't.