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.

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 Sydney at its best by booking this magical sunset experience. Cruise around Sydney Harbour in a tall ship, taking in such sights as Sydney Harbour Bridge, Sydney, Opera House, Taronga Zoo, Luna Park, and Admiralty House, while enjoying delicious wine and plentiful canapés that include sushi rolls, Sydney Rock oysters, and desserts.

Enjoy a deluxe sunset cruise on Sydney Harbour accompanied by a delicious three-course dinner. From the water, admire iconic sights such as Sydney Harbour Bridge, Sydney Opera House, Fort Denison, Luna Park and more. Snap photos as the sky shimmers at sunset and the city skyline lights up for the night as you cruise through Sydney in the evening.

Soak in 360-degree views as you dine on a delicious buffet lunch or dinner at the Sydney Tower Restaurant's revolving restaurant. From your vantage point high above the streets of Sydney, the views change as the restaurant slowly revolves during your meal. Large picture windows frame iconic sights like the Sydney Opera House, Sydney Harbour Bridge, Darling Harbour, Circular Quay and, in the distance, the Blue Mountains. Enjoy a lunch, dinner or even a degustation tasting a range of tasty dishes that is sure to please everyone in your party.

Book a table for a 2-Course 1.5-Hour or a 3-Course 3-hour lunch and sightseeing cruise on Sydney Harbour. Pass Sydney's famous landmarks including the Sydney Opera House and Sydney Harbour Bridge as your boat glides along the water. Your sit-down dining experience includes attentive service for your selected 2 or 3-course lunch. A variety of fresh seafood, meat, and vegetable dishes are served as you take in the sights. Upgrade when booking to guarantee a window seat.

The world’s most beautiful harbour deserves the very best cruise to experience it. Choose from two spectacular options, the Harbour Experience aboard our premier sightseeing fleet or, enhance your cruise with the Premium Harbour Experience to enjoy a house beverage of your choice and a Cheese & Charcuterie board to share, as you cruise by the majestic Sydney Opera House, Sydney Harbour Bridge, Fort Denison and other top sights on this 1.5 hour cruise. Listen to commentary straight from your smartphone, relax into your seat or choose to venture up to the upper open-air deck as you marvel at the beauty of Sydney Harbour.

Enjoy a whale-watching cruise that begins with a breakfast or barbecue lunch onboard the boat while in the calm waters of Sydney Harbour.  After breakfast or lunch, your boat glides past Sydney Head into the Pacific Ocean in search of the humpback and southern right whales that migrate along this coast from May to November. Keep an eye out for whales and dolphins as you learn about them from your naturalist guide, who provides fascinating commentary about Australian marine life during your tour.

See Sydney Harbour the way it's meant to be seen: From the water. This lunch cruise passes by such world-famous sites as the Sydney Opera House as well as such hidden gems as secluded beaches and sandstone cliffs. You'll also visit one of Sydney Harbour National Park’s protected islands and get the chance to swim at a hidden beach. On board, enjoy a delicious barbecue buffet lunch.

Step aboard a traditional tall ship for a sail out of Sydney Harbor in search of migrating whales. Help sail the ship and climb the mast for epic views if you wish; otherwise just relax and keep your eye out for signs of humpback and southern right whales. Over the course of the half-day cruise, you'll learn about whale biology and behavior and dig in to a hearty hot lunch on board.

Sip on a glass of fine French champagne and soak in the beautiful vistas of Sydney on a luxurious 1.5 hour cruise on the harbour. Dine on delicious fresh seafood, accompanied by a bottle of G.H Mumm Grand Cordon Champagne to share between two and stunning waterfront views all from the comfort of your Premium Reserved Lounge Seating on Ocean Deck. Add to your dining experience from the onboard menu including modern Australian tapas plates, premium cocktails, and a comprehensive beverage list.

Sydney Harbour is arguably the finest harbour in the world and what better way to experience it than aboard this superyacht. This tour is an amazing way to see Sydney from the water and land in a luxury and style. Food and wine orientated tour for discerning travellers. Dine at Sydney's most acclaimed restaurant or let the chef cook for you aboard, 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.

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.