Top New South Wales Sailing Tours

Experience the magic of sailing Sydney Harbour—without fighting the crowds on dry land—during a twilight cruise aboard a restored historic tall ship (traditional sailing vessel with rigging). See the city from a new perspective as it lights up for the evening, and sail past must-see landmarks such as the Sydney Opera House and Sydney Harbour Bridge. While onboard, enjoy an included dinner—saving you from finding a restaurant after the cruise ends.

Most harbor cruises focus on modern vessels, making it easy to miss Sydney’s maritime heritage. This afternoon sailing experience offers a different perspective aboard a historic tall ship on Sydney Harbour. Learn about traditional sailing and the ship’s history as you cruise past landmarks such as the Sydney Harbour Bridge, the Sydney Opera House, and Fort Denison. Enjoy open-deck views for photography, and choose whether to climb the mast for an added thrill (own expense).

Save yourself the guesswork of finding a restaurant with a view and secure guaranteed window seating at Sydney Tower’s revolving restaurant. Dine nearly 1,000 feet (305 meters) above the city as the restaurant completes a full rotation, revealing changing views of the Sydney Harbour Bridge, Circular Quay, Darling Harbour, and even the Blue Mountains on clear days. Enjoy an unlimited buffet with more than 30 dishes, plus an included drink.

Set sail around Sydney Harbour on this private 3-hour sailing experience from Manly and see Sydney’s iconic skyline from the water. Take the helm and learn the ropes under the guidance of your private skipper; marvel at landmarks such as Sydney Harbour Bridge and Sydney Opera House; or relax on deck as you cruise out to sea.

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.

Experience sailing on our boutique Catamaran. We keep numbers to a minimum to ensure a wonderful experience. Our trained snorkel guides will be in the water with you to point out various Marine Life.

Step aboard an authentic tall ship for an unforgettable cruise around Sydney Harbour during the VIVID festival. Soak in sweeping views of the light-drenched harbor as your tall ship sails around the calm waters. See light art displays illuminate landmarks including the Sydney Harbour Bridge and Sydney Opera House. Along with an excellent perspective on the vibrant lights of VIVID, your cruise includes a delicious dinner.

The coast off Port Stephens often sees whales and dolphins pass by, although they can be challenging to spot from the land. Get closer to the action by setting out onto the open ocean with this wildlife-watching cruise. Learn about whales and dolphins from commentary aboard the catamaran and benefit from their experienced eyes to better spot any nearby creatures.

The Sydney Opera House is one of Australia’s most famous landmarks—but much of it remains hidden to visitors without tickets to a performance. This guided walking tour offers a closer look inside the UNESCO World Heritage–listed building, with access to spaces typically reserved for showgoers. As you explore, your guide shares entertaining stories about the venue’s design, history, and the productions that bring it to life.

This is a small group immersive experience on board a unique classic sailing yacht designed and built in Sydney. Our experienced skipper and crew will help you learn the ropes while we set the sails and cruise around Sydney Harbour.

Be sure to put a performance by Opera Australia at the iconic Sydney Opera House on your Sydney itinerary. See classic operas by composers like Massenet and Verdi, as well as iconic Broadway musicals, depending on the season. Take in stunning views of Sydney Harbour while enjoying drinks or a meal (own expense) at one of the Opera House's fine dining venues before or after the performance to top off this unforgettable experience.

Uncover the secrets of Sydney’s heritage as you explore The Rocks on this guided walking tour of the historic precinct. Offering amazing views over the Sydney Harbour and the Campbells Cove Wharves, your guide will lead you along shady laneways and cobbled courtyards where you’ll discover some of Sydney’s earliest buildings, including Cadman’s Cottage, built in 1816 and the Garrison Church, which dates back to the 1840s.

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!

Take in views from one of Sydney's best vantage points, the revolving restaurant at Sydney Tower, 81 stories above the ground. Dining experience includes 3-Course a-la-carte menu served with freshly baked bread, cultured butter, and Chef's selected side dish. This sophisticated restaurant offers an intimate, stylish fine dining experience, with contemporary Australian-French fusion cuisine.

Experience the unparalleled charm and elegance of Sydney Harbour like never before with our exclusive cruise aboard a beautifully renovated classic sailing yacht. See Sydney's iconic landmarks from a different perspective, learn about Sydney's rich history in a small group immersive experience. Perfect for visitors, and anyone celebrating a special occasion, this intimate voyage offers a unique perspective on Sydney's most iconic landmarks. Book your classic yacht cruise today and indulge in an extraordinary maritime experience on Sydney Harbour.

Getting from Sydney to the Blue Mountains can be time-consuming if you’re relying on trains and local transport. This day tour connects the region’s highlights without wasting a second of your vacation time. Take in sweeping views of the Three Sisters and Jamison Valley, experience the rides at Scenic World, and see native wildlife at either Featherdale Wildlife Park or Sydney Zoo before returning with a relaxing cruise along the Parramatta River.

Sail like a local on Sydney Harbour! Operated by Salty Sydney Harbour. Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skipper or instructor aboard will provide commentary on the harbour. Have a go at steering, trimming sails, and grinding the winches! We will cruise throughout Sydney Harbour, past the Opera House, under the Harbour Bridge, Rose Bay, past all the extraordinary waterfront homes and vibrant waterways. Option to swim at one of the many secluded private harbour beaches! Pick up 10:00 & drop off at 13:00 from King Street Wharf #9, Sydney NSW 2000 Lunch: - Charcuterie Board (assortment of cheese, dips, fruit, crackers, olives and more!) - Sushi Platter - Local beers and wine - Bottled water The First 40.7 has a large bimini over the seating area to provide a welcome sunshade for the summer months. With all the necessary safety equipment, our yachts have plenty of room to enjoy the day. Intimate max of 4 guests.

Sail the beautiful waters of Pittwater on a sailing yacht, swim in the clear waters, and enjoy uncrowded beaches, BYO food and drink, or let us cater (fees apply). Work on your tan on the foredeck, sip a cool drink, and enjoy the sun.

Journey to the heart of the Blue Mountains on this full-day tour from Sydney, including hotel pick-up. Kick-off your adventure seeing a koala or a kangaroo at Featherdale Wildlife Park, then enjoy a dramatic view of the Three Sisters rocks from Echo Point. After lunch (own expense), head to Scenic World to ride the Cableway, Skyway and Railway for unbeatable aerial views of the Jamison Valley and Katoomba Falls. Finish with a leisurely cruise along the Parramatta River to Sydney’s Darling Harbour or Circular Quay.

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.

Private tour operated by Salty Sydney Harbour! Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skipper or instructor will provide commentary on the harbour. Have a go at steering, trimming sails, and grinding the winches! We will cruise throughout Sydney Harbour, past the Opera House, under the Harbour Bridge, Rose Bay, past all the extraordinary waterfront homes and vibrant waterways. If you wish to swim we can take you to one of the many secluded private harbour beaches! There are three cabins, one private bathroom, a fully equipped galley, hot and cold pressured water, a fridge, and a freezer. The First 40.7 has a large bimini over the seating area to provide a welcome sunshade for the summer months. Our yacht has plenty of room to enjoy the day. Complimentary pick-up and drop-off locations include Rose Bay, Rushcutters Bay, or Darling Harbour (King Street). Once you book we message you for your specific pick up and drop off time. Lax of 4 guests

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.

This fully hosted and engaging experience begins with a relaxed wine and canapés evening cruise with a chance to climb the mast and includes one night’s accommodation in beautiful Sydney Harbour. The next morning, you will enjoy a hot buffet breakfast followed by a guided tour around historic Goat Island (also known as Me Mel Island) on our Convicts tour.