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“Was cool to go out on the harbour on a sailing yacht. Didn’t get to see much of the harbour. The elderly gentleman guide was interesting to listen too from history perspective but injected too much of his lefty political rhetoric into his talk which…”
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.
“An absolutely wonderful experience. Thanks heaps to all the crew for the adventure.”
Experience stunning Sydney Harbour on a tall ship twilight dinner cruise for 2 hours of sailing, good food, and unique sailing involvement.
“On arrival we were given a great briefing by the team highlighting all the important features of the boat, we then set sail from the harbour giving amazing views, the crew were very attentive, professional and helpful, I would thoroughly recommend.”
Experience Sydney Harbour aboard a historic tall ship with scenic views, engaging commentary, and optional mast climbs—an authentic adventure for all.
“This experience was so fun! Absolutely would recommend it to anyone of any age. Kids and adults will all love it.”
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 crew were skilled and friendly, informative about the ship and its history and encouraged the guests to be as interactive as they felt comfortable. I learnt a lot about the history of Sydney. It was my third time on the lunch cruise over several…”
Experience Sydney Harbour aboard a historic tall ship with a delicious 3-course lunch, sails hoisting, and stunning views of iconic landmarks for $72.
“on a sailing ship in open water, views of sydney you can't get on land. mother nature took the wind, still a good time.”
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.
“A wonderful day out whale watching on the Southern Swan. We got to see a humpback whale breaching as well as dolphins, but it would have been a fantastic standalone day of sailing even if we hadn't seen anything. The crew was great, and it…”
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.
“Perfect Sydney night on the harbour. Crew knowledgeable and drinks and food plentiful and of quality (canapes enough for a dinner) - excellent history of the sights provided and overall a fantastic evening. Would highly recommend.”
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.