Top Sydney Sailing

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.

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 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.

Get out on the waters of Sydney Harbour on this intimate sailing experience. With an experienced crew and a small group of just four people or fewer, you'll get hands-on experience sailing the vessel. Alternatively, just sit back and enjoy the ride; the choice is yours. Snap photos of the harborside sights—such as the Harbour Bridge and the Sydney Opera House—and listen to engaging narrative from your captain on Sydney's maritime history and ecology.

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.

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?

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.

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.

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.

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!

Experience the excitement of the lead up and start to the 73nd Rolex Sydney Hobart Yacht Race from the majestic Soren Larsen and Southern Swan. Soak up the atmosphere and enjoy the spectacle as the Rolex fleet jostle for prime positions on the start line. Be amongst the action in the lead up to the start of the Sydney to Hobart yacht race.

Celebrate the arrival of 2020 with a festive New Year’s Eve dinner cruise on Sydney Harbor. Ring in the new year in style aboard a traditional square-rigged tall ship with a cruise that includes dinner, drinks, music, and front-row views of Sydney’s famous fireworks display. Enjoy watching the procession of colorfully illuminated vessels on Sydney Harbour while dining on fresh seafood, meat, and vegetable dishes accompanied by unlimited wine, beer, and soft drinks during this 5.5-hour cruise from Darling Harbour.

Not thrilled at the prospect of housing a 21st birthday bash? Looking for a hens’ night with a difference? Needing a corporate team-building excursion? Your search is over. Grab some mates, jump aboard and take to the water on Harbourcat. This luxury and spacious 44-person catamaran offers in-house catering and bar facilities as well as an on-board bluetooth sound system ­– which means you’re the DJ! Venue, party tunes, food and drink – every event box is sorted! Harbourcat is the biggest of all the vessels boasting a sun shelter of 40 sqm, flat floor, seating for 44, trampoline, BBQ, dining for 36, 2x60hp engines, dance area, bar & fridge not to mention that it is also beachable!