Sydney
The square-riggers still working the harbour: twilight dinner sails, afternoon discovery cruises and decks that creak the way the First Fleet’s did. Sydney Harbour was built for sail; the tall ships argue it still is.
Experience Sydney Harbour at sunset on a historic tall ship, enjoy a delicious onboard dinner, and capture stunning views of iconic landmarks.
Most Popular“What an experience and what a wonderful crew onboard Southern Swan. This beats any sunset cruise you’ll find in Sydney. The atmosphere, the ship, the sails and the peace and quiet…truly wonderful!”
Experience Sydney Harbour on a charming tall ship with a 90-minute cruise that offers scenic views, hands-on sailing, and friendly crew at a great value.
“Lovely trip with a great, friendly crew and lead guide, with delicious light snacks and good bar offering. Saw highlights of Sydney Harbour including fantastic views of the Opera House and Bridge.”
Experience stunning Sydney Harbour on a tall ship twilight dinner cruise for 2 hours of sailing, good food, and unique sailing involvement.
“Great evening. Great staff and the ship was amazing”
Experience Sydney Harbour aboard a historic tall ship with scenic views, engaging commentary, and optional mast climbs—an authentic adventure for all.
“Staff was personable and insightful. Crew encouraged people to help when raising the sails. Felt comfortable and relaxed. Very pleasant time!”
Experience Sydney in style aboard a historic tall ship with a delicious buffet lunch, stunning harbor views, and optional unlimited drinks—perfect for a memorable day out.
“The experienced staff and the wonderful cruise around Sydney harbour brought this whole experience to life”
Experience Sydney Harbour aboard a historic tall ship with a delicious 3-course lunch, sails hoisting, and stunning views of iconic landmarks for $72.
“We had a great day. The crew were fabulous and very knowledgeable. It was a brilliant day and I am sure we will go again.”
Experience Sydney Harbour with a fun pirate-themed tall ship cruise. Hands-on sailing, iconic sights, and interactive storytelling make this a family favorite.
“Its very enjoyable experience we adult still can join the activity.Must put in the list if you visit Sydney!💯👍🥰”
Experience Sydney’s iconic sights and whale migration on a 4-hour tall ship cruise. Enjoy stunning views, a hearty lunch, and the chance to sail and climb the mast.
“What a fantastic experience, we loved every minute of the day. The crew were so welcoming and the lunch was delicious, seeing whales was an added bonus. James was such a knowledgeable captain and we would definitely book this trip again!!! Thank you James and…”
Experience stunning Sydney Harbour on a 2.5-hour tall ship cruise with wine, canapés, and iconic views of the Opera House and Harbour Bridge at sunset.
“As a Sydneysider, I can’t believe this was first time I’ve done this. It won’t be my last as the cruise was educational, romantic, relaxing, exciting and overall very enjoyable! I also look forward to sharing it with any visitors in from overseas. TRead more”
Enjoy a 2.5-hour evening cruise on a historic tall ship in Sydney Harbour, with unlimited Aussie wines, gourmet canapés, and iconic skyline views.
Sail Sydney Harbour on a traditional tall ship, enjoy a delicious onboard lunch, and explore Goat Island's convict past—all in a 3-hour tour.
Discover Sydney Harbour with a 2.5-hour tall ship cruise featuring laser clay shooting, a mast climb, and stunning waterfront views — perfect for adventure seekers.
“Fantastic day on Sydney Harbour. Best part of Cruise was the Mast Climb, adrenaline climb 25m high to the Crows Nest, attached by safety equipment, wonderful feeling reaching the top. Laser clay shooting wasn't long enough, since this waRead more”
The harbour does the work: climb the bridge, sail the bays, surf Bondi.