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.
“Just being on an old ship and the guides extensive knowledge of Sydney Harbour.”
Experience stunning Sydney Harbour on a tall ship twilight dinner cruise for 2 hours of sailing, good food, and unique sailing involvement.
“A wonderful, magical evening! Crew were warm, engaging, informative, and accommodating - especially KayKay! Viewing the opera house, city, and bridge from the water as dusk turned to night was like something from a movie! The perfect way to end our day of sightseeing. Highly…”
Experience Sydney Harbour aboard a historic tall ship with scenic views, engaging commentary, and optional mast climbs—an authentic adventure for all.
“Recommend for couples Instead of going on a ferry you can choose the iconic tall ship for couples of extra dollars and have a unique cruise memory.”
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.
“Very relaxing great way to spend a couple of hours. Crew happy, funny and knowledgeable. Would thoroughly recommend.”
Experience Sydney Harbour aboard a historic tall ship with a delicious 3-course lunch, sails hoisting, and stunning views of iconic landmarks for $72.
“THE CAPTAIN ,HOWARD AND ALL THE CREW WERE GREAT.THEY WERE VERY FRIENDLY AND NOTHING WAS TOO HARD FOR ANY OF THEM TO MAKE OUR EXPERIENCE PERFECT. WE HAD A SPECIAL DAY THAT MOST PEOPLE WOULD NOT KNOW OF. PLEASE BOOK A TOUR,IT WAS GREAT.”
Experience Sydney Harbour with a fun pirate-themed tall ship cruise. Hands-on sailing, iconic sights, and interactive storytelling make this a family favorite.
“It was a great experience for the grand kids. The pirates kep everyone involved. Helping to raise and lower the sails, drawing chalk pictures on the deck.”
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.
“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.