Top Sydney Sailing Tours

No trip to Sydney is complete without a cruise through Sydney Harbour where you can see many of the city’s iconic landmarks. Climb aboard your vessel for a 90-minute ride to explore Sydney’s historic landmarks, hidden beaches, and magnificent cliffs. Listen to live commentary detailing the harbor's rich history as you soak in the views.

Go behind the scenes at the Sydney Opera House for a fascinating look at this Sydney icon. Your knowledgeable guide leads you through the World Heritage–listed building on a walking tour, sharing entertaining stories about the revered performance center's history and providing access to off-limits parts of the house.

Cruise Sydney Harbour and watch Sydney light up on an early-dinner cruise aboard MV Sydney 2000, the most prestigious cruising restaurant on Sydney's waterways. Whether you're enjoying an early pre-theatre dinner or wanting to complete your Sydney sightseeing in style, you'll enjoy the MV Sydney 2000's relaxed atmosphere, first-class service, fabulous food and superb views of 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.

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.

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.

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.

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.

Make your night in Sydney a little more special when you embark on this Sydney Harbour twilight dinner cruise. Sail on the Southern Swan or the Soren Larsen and experience the charm of early settlers while enjoying the views of various Sydney Harbour landmarks like the Opera House and Harbour Bridge. Indulge in a delicious dinner as you cruise through this setting at twilight.

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.

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.

Private Twilight Harbour Champagne Cruise on Sydney Harbour This private intimate twilight tour is the perfect way to end the day, complete with harbour commentary from a local skipper and a bottle of French champagne! Sit back and relax as the sun sets behind the picturesque harbour bridge and opera house and let our skipper showcase some of Sydney's best landmarks, wildlife and the glitz and glamour of Australia's most well known suburbs and real estate. Pick up 17:00 & drop off at 19:00 Meet and return to King St Wharf #9 The Beneteau 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 sunset. This is a private tour whereby you book the whole yacht - max 12.

Sail like a local on Sydney Harbour! Minimum 2 people per booking. 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 - Unlimited 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 10 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.

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!

Board one of our traditional tall ships Coral Trekker a square-rigged, wooden tall ship with distinctive rusty red sails and discover the sights and sounds of Sydney on a unique historic meets modern harbour cruise. **PLEASE NOTE: Afternoon Discovery Cruise on Coral Trekker is during Wednesdays, Thursdays and Fridays from April till first week of October.

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.

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.

Private tour of 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. 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. With all the necessary safety equipment, our yachts have plenty of room to enjoy the day. Complimentary pick-up and drop-off locations include Rose Bay, Rushcutters Bay, or Darling Harbour (King Street).

All Skippered Charters are designed for you to sit back, relax and enjoy. Enjoy a sail, a special bottle of bubbly, take in the sun, have a swim in some of the best uncrowded locations just one hour from Sydney. You may prefer to motor around Pittwater while taking in the local area and the scenery of Ku-ring-gai Chase National Park. The choice is yours, do as much or as little as you wish. Our Beneteau Oceanis Yachts are perfect, enjoy the fore-deck sun or sit in the cockpit and sip on a cool drink. Take the wheel and experience steering a yacht in a beautiful location.

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.

World famous Salty Sunday Sydney Harbour Cruise Yachts + hot weather = a guaranteed banger of a day out. Rip the budgys out and set sail on a 12m luxury yacht. Steer, trim sails, wave to the people or just relax! We cruise the harbour, past the Opera House, under the Harbour Bridge, in front of all the waterfront homes and anchor for a swim! You'll be cruising just like a local! Pick up 12:00 & drop off at 16:00 Meet and return to Rose Bay Wharf WHAT WE PROVIDE? Vibes, memories and a good time FOOD AKA the best charcuterie platter of your life Young, fun and social tour - popular amongst 18 - 35 Aqua Lilly for tanning the cheeks Kitchen and bathroom BYO alcohol 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. Complimentary pick-up and drop-off locations from Rose Bay. Max 12 guests