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Top Sydney Sailing Trips

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Sunset Sailing on Sydney Harbour

Start your evening in style as you watch the sunset from the deck of your luxury yacht during a 2-hour sunset cruise on Sydney Harbour. Sip a glass of sparkling wine and nibble on tasty appetizers as your expert captain takes you past landmarks such as the Sydney Opera House and Sydney Harbour Bridge. You'll see the best of the city when the sky paints the water red and orange during this sublime sunset sailing experience, a great way to celebrate a special occasion when in Sydney.
  • Duration: 2 hours
  • Free Cancellation
From
$98.97 USD
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  • Duration: 2 hours
  • Free Cancellation
From
$98.97 USD

Sydney’s Tall Ship Sailing Adventure on James Craig

Sail around Sydney on the impeccably restored ‘James Craig’ — an authentic square-rigged ship that offers sailing adventures only twice per month. Morning tea, picnic lunch and afternoon tea are all included during your 6-hour cruise (afternoon tea and coffee included for the 5-hour adventure), which details fascinating stories from your ship's history and Sydney's maritime past. Embark on a lovely route around Sydney Harbour that goes past Sydney Harbour Bridge and Sydney Opera House before venturing into the open waters of the Pacific Ocean. Choose to sail for five or six hours on this must-do Sydney experience.
  • Duration: 6 hours
From
$91.64 USD
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  • Duration: 6 hours
From
$91.64 USD

Sydney Harbour Luxury Sailing Trip including Lunch

Enjoy an exhilarating 5-hour sailing cruise on Sydney Harbour aboard a luxury yacht with an experienced captain. Take in stunning views of Sydney's waterside landmarks including the Sydney Harbour Bridge, Sydney Opera House, Mrs Macquaries Chair, Fort Denison, Watsons Bay, Sydney Heads and more. Anchor in a secluded bay in Sydney Harbour National Park with time for beach walks, swimming, snorkeling and a delicious lunch with Australian wine and beer. This small-group tour is limited to eight people, ensuring a personalized experience with your knowledgeable captain.
  • Duration: 5 hours
  • Free Cancellation
From
$225.79 USD
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  • Duration: 5 hours
  • Free Cancellation
From
$225.79 USD

Sailing Day Tour on Sydney Harbour

Explore Sydney like a local on this half-day sailing cruise. Your expert captain takes you out in a luxury yacht, passing close to iconic landmarks such as the Sydney Opera House, Sydney Harbour Bridge and Fort Denison, before continuing out to Balmoral. Snack on a light lunch that includes fresh seafood, Australian cheeses and a glass of sparkling wine. During your 4-hour sail, enjoy time to swim, learn sailing basics, or simply kick back on this small-group tour limited to 20 people, which ensures an intimate experience.
  • Duration: 3 hours
  • Free Cancellation
From
$153.95 USD
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  • Duration: 3 hours
  • Free Cancellation
From
$153.95 USD

Twilight Yacht Racing on Sydney Harbour

Join an expert sailing crew aboard a 58-foot luxury yacht in Sydney Harbour for a twilight race between Rushcutters Bay and Watsons Bay. The crew provides safety and sailing instruction for this 3-hour sailing experience, and you can choose to participate in sailing the boat or simply enjoy the thrilling ride. Watch the sun set over Sydney as the Sydney Opera House and Sydney Harbour Bridge light up for the night.
  • Duration: 3 hours
From
$87.24 USD
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  • Duration: 3 hours
From
$87.24 USD

Sydney Harbour Sip and Sail Twilight Cruise

Experience Sydney Harbour on a 2-hour sunset sailing cruise aboard a majestic sailing yacht. You'll depart from Rose Bay and cruise past sights including Sydney Opera House and Sydney Harbour Bridge. Enjoy a selection of Australian wine, beer or soft drinks, and a gourmet cheese platter served during the cruise.
  • Duration: 2 hours
From
$87.24 USD
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  • Duration: 2 hours
From
$87.24 USD

Sydney Harbour Sailing Tour with Swimming in Athol Bay

Experience the urban coastline of Sydney from the decks of a sailboat during this 3-hour sailing excursion. Get views of iconic city sights such as the Sydney Harbour Bridge and the Sydney Opera House, then stop for a swim in Athol Bay. Take the wheel and learn some sailing basics under the watchful gaze of your captain. Outside food and drinks welcome on board during your journey.
  • Duration: 2 hours 30 minutes
From
$72.57 USD
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  • Duration: 2 hours 30 minutes
From
$72.57 USD

Small-Group Sydney Harbour Morning Tea Cruise

Greet the day with a relaxing morning cruise in Sydney Harbour, complete with tea. Traveling in a motorized yacht with a small group of no more than 16 people, listen to the captain’s narration as you glide past famous harbour sights like the Sydney Opera House, Harbour Bridge, shoreline villages, and scenic bays. Sip tea, coffee, or juice along the way, and be back at Circular Quay in time for lunch.
  • Duration: 2 hours
From
$72.57 USD
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  • Duration: 2 hours
From
$72.57 USD

Luxury Yacht and Catamaran Sailing Charters on Sydney Harbour

Live the high-life as you cruise around Sydney Harbour on your very own luxury yacht or catamaran. Set sail for a private cruise, enjoying iconic views of Sydney Harbour Bridge and Sydney Opera House, gliding past the waterfront celebrity mansions and spotting sights such as Fort Denison, Taronga Zoo, and Luna Park. Best of all, with your private charter and personal skipper, you can tailor your itinerary to your preferences. Opt to dine on board (own expense), cool off with a swim, or simply enjoy sunbathing on deck.
  • Duration: 4 hours
  • Free Cancellation
From
$513.16 USD
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  • Duration: 4 hours
  • Free Cancellation
From
$513.16 USD

Romantic Sailing on Sydney Harbour

Enjoy a romantic experience sailing on Sydney Harbour. You won’t have to worry about steering the ship, as you’ll have your own skipper. It’s a great way to see many of Sydney’s top sites from an incredible viewpoint. You’ll sail past Harbour Bridge, Sydney Opera House, Fort Denison, and Taronga Zoo. Conveniently, the tour allows you to bring your own food and drink, or pre-booked catering can be arranged, making it the perfect customized experience.
  • Duration: 4 to 20 hrs
  • Free Cancellation
From
$403.19 USD
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  • Duration: 4 to 20 hrs
  • Free Cancellation
From
$403.19 USD

Sailing Lessons on Sydney Harbour

Put your sea legs to the test as you learn to steer a yacht and hoist the sails on this 3-hour sailing lesson in Sydney Harbour. With the help of your expert captain and crew, you’ll learn all the necessary sailing lingo and get hands-on as you put your newfound skills into practice manning the ship.  Don’t forget to look up from deck – you’ll be floating past iconic landmarks like Sydney Harbour Bridge, Luna Park and the Sydney Opera House. 
  • Duration: 3 hours
  • Free Cancellation
From
$123.89 USD
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  • Duration: 3 hours
  • Free Cancellation
From
$123.89 USD

Sunrise Sailing on Sydney Harbour

Watch Sydney wake up from the comfort of your own luxury yacht during a 2.5-hour sunrise cruise. In the glow of the early morning light, snap photos of iconic places including the Sydney Harbour Bridge, Sydney Opera House and the city skyline as the city revs up for the day. Your cruise includes a light breakfast served with hot tea and coffee, the perfect way to start your day.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
$98.97 USD
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
$98.97 USD

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 Sydney Harbour Tall Ships historic vessels, operates whale watching cruises during this incredible migration to allow people to see the whales up close in their natural environment.Experience a 5-hour cruise outside the heads and enjoy with some tasty food. To top off the experience, get a FREE mast climb!Experience the thrill of real tall ship sailing. The freedom of the open sea and the camaraderie with your fellow guests and the crew as you set sail on a tall ship is unforgettable. 
  • Duration: 5 hours
From
$109.23 USD
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  • Duration: 5 hours
From
$109.23 USD


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