Top Sydney Sailing

Experience the magic of sailing Sydney Harbour during a twilight cruise aboard an exquisitely restored historic tall ship. Enjoy seeing the city at sunset and get photo ops of iconic sights like the Sydney Opera House and Sydney Harbour Bridge as they light up for the night. Snack on refreshments and dinner dishes and have the choice to include unlimited beer, wine, and soft drinks. The entertaining crew provides commentary on Australia's maritime history, making for an unforgettable sail on Sydney Harbour.

Enjoy an afternoon sail on Sydney Harbour aboard a historic tall ship. Learn about Sydney’s maritime roots and your ship’s sailing history during a cruise that provides close views of iconic sights including Sydney Harbour Bridge, Sydney Opera House, and Fort Denison. Get great photo ops and soak up the spectacular scenery. You can even lend the crew a hand by steering the ship and hoisting the sails.

Enjoy an exhilarating half-day 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.

Experience Sydney Harbour during a 2-hour tall ship cruise that includes a light brunch and unlimited sparkling wine. You can help to hoist the sails and steer the ship if you like, or simply relax and enjoy clear views of landmarks such as Sydney Harbour Bridge, Sydney Opera House, and Fort Denison.

Ahoy, me hearties! Don your finest pirate gear and join Captain Pineapple and the gang aboard an 1850s-style sailing ship for the ultimate family-friendly Sydney Harbour cruise. See the essential sights, from the Harbour Bridge and the Opera House to Fort Denison, as you hunt for gold, fire cannons, and help hoist the sails and steer the ship. You can even climb the mast for an additional fee.

Calypso is perfect for a day out sailing and relaxing on stunning Sydney Harbour. The high bulwarks and safety rails and the excellent sun protection make the boat especially good for families with children.

Laser Clay Shooting is an original and interactive activity that can be enjoyed by everyone in totally safety without harming the environment. Get a group of mates, family or colleagues together and have fun finding out who is the best marksman.

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. 

This exquisite 2-1/2 hour wine and canapés cruise allows you to enjoy the sunset while absorbing the stunning night skyline of Sydney. Unwind and take in the spectacular Sydney Harbour views and unique tall ship ambiance to the tones of your favourite music.

This tours is an amazing way to see Sydney from the water and land in a luxury and style. It is very much food and wine orientated tour for discerning travellers. Dine at Sydney's most acclaimed restaurant, sip champagne on a luxury yacht and relax with Sydney Privé. Your host- Matt is a restaurateur and sommelier and will guide you throughout the day.

Try Yachting is ideal for beginners. But if you are already experienced you are still welcome to join us for some fresh sea air and sunshine. Or why not introduce a friend to sailing?

Learn to sail in a day in Sydney. Experiece the magic of sailing on Sydney Harbour in comfort and style on board one of our race tuned yachts. Learn to helm, trim the sails, and grind the winches. Or just relax as hard as you like enjoy the beauty of sailing on Sydney harbour. Meet new friends and have fun on the water.

Flying Fish Sail Academy is based in a spectacular setting at Middle Harbour Yacht Club. The sailing environment is superb with reliable, warm sea breezes and lots great beaches to sail to.

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.

This is the exciting first step on the Australian Sailing Keelboat training pathway. You will begin to familiarise yourself with the vessel and the responsibilities associated with being a crew member. Your experienced Instructor will introduce you to the basics of sailing on a small boat, including boat handling, safety and sailing theory. You will cover basic sailing terminology and rules, basic knots, tacking and gybing and man overboard recovery. All of our instructors are qualified by Australian Sailing with years of experience. This is a 12 hour course consisting of 2 x 6 hour lessons. We will provide life jackets, don't forget to bring sun safe clothing, sun cream, wear non marking shoes and take a bottle of water. For this course no experience is necessary, so come along and enjoy sailing here in Manly, one of the best locations to sail in the world!