Step aboard the beautiful Southern Swan or the magnificent Soren Larsen and set sail on this twilight dinner cruise like the early settlers all those years ago. There is no better way to end the day than this sublime Sydney Ha... More

Take in the stunning views of Sydney on a Sydney Harbour on luxury sailing trip. On board your 40-foot luxury sailing yacht, with your experienced skipper at the helm, you'll sail under the Sydney Harbour Bridge and past the Sydne... More

Board one of our traditional tall ships Southern Swan or the impressive Soren Larsen and discover the sights and sounds of Sydney on a unique historic meets modern harbour cruise. **PLEASE NOTE: To book weekdays in April till fir... More

Embark on a sailing cruise on our magnificent 61ft classic yacht, Southwinds, and experience the magic of Sydney Harbour from the water. Benefit from the knowledge of our friendly and experienced skippers, who will show you the ro... More

We are the only company in Sydney that offers casual sailing for one person to ten. Join with others or book the whole boat. You will jump aboard our sailing yacht and tour Sydney Harbour. See all the world famous iconic landmark... More

Come dressed as pirates and join Captain Pineapple and his crew aboard a real pirate ship Southern Swan or the magnificent Soren Larsen for the swashbuckling adventure of your life! This is an explosive, interactive theatrical exp... More

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 a... More

Join Sydney Harbour Tall Ships for a sensational cruise and enjoy outstanding views of the Sydney Opera House as the world famous sails are transformed by majestic 3D mapped projections by award-winning international artists at VI... More

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... More

Sail like a local on 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 winch... More

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 ... More

Private Morning Harbour Mimosa Cruise on Sydney Harbour This intimate morning tour is the perfect way to start the day, complete with harbour commentary from a local skipper and mimosas for all! Sit back and relax as the sun set... More

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 ... More

You'll be cruising aboard our magnificent 61ft flagship, Southwinds with our experienced and attentive crew. Iconic Views: Glide past Sydney’s world-famous landmarks, including the Sydney Opera House, Sydney Harbour Bridge, and... More

Each year the Great Whale Migration sees thousands of Humpback and Southern Right Whales swim close to the coastline around Sydney. Coral Trekker, one of Sydney Harbour Tall Ships historic vessels, operates whale watching cruises... More

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... More

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 t... More

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 Harbou... More

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.... More

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 enjo... More