Sydney · SAILING
Every trip has one free day too few. These 15 sailing trips justify the slot, priced and timed so you can decide in minutes and get back to the fun part.
Review of Sydney’s 150-minute Fantasea whale watching cruise, with fast ocean access, spacious decks, wildlife sightings, and practical tips.
“Was amazing seen a lot of whales and the transport and guides where super nice”
See Sydney Harbour at sunset on a small catamaran with Opera House views, a snack platter, drinks, and a relaxed one-hour cruise.
“The best way to see the Opera House and the bridge at sunset! Phil and Emily did an amazing job! A must do when in Sydney”
Sail Sydney Harbour on a 40-foot yacht with Captain David, a gourmet lunch, Australian wine, landmark views, and time to swim at Store Beach.
“We had a great time sailing with David! He was knowledgeable the Sydney area and his commentary was informative and entertaining. He served an amazing lunch which far exceeded my expectations! I highly recommend this tour!”
See Vivid Sydney from a 55-foot catamaran with a welcome drink, harbour views, indoor seating, and room for just 70 passengers.
“It was really good. My both kids enj8yed alot. They danced 💃 on the cruise.”
See Vivid Sydney from a small catamaran with antipasto, BYO drinks, and close views of the Opera House and Harbour Bridge.
“The cruise was lovely. We were there when vivid was on and the views were just amazing. The crew were lovely and looked after us.”
Review the 3-hour Nelson Bay whale and dolphin cruise, with humpbacks, dolphins, a smooth 54-foot catamaran, and practical booking tips.
“It was a beautiful day to be out on the water. Whales were a little illusive today but we did see two. The commentary was great and very informative. Overall was a great experience. Thank you”
Cruise Sydney Harbour on a small yacht, with morning tea, expert local stories, and close views of the Opera House, Bridge, bays, and Bondi Beach.
“Really enjoyed this yacht cruise. The guides are very informative and amusing. Ship is nice and comfortable. Only 5 guests on this cruise ride so we feel it’s a great value for money.”
See Vivid Sydney from a relaxed 90-minute catamaran cruise with harbour views, canapes, one drink, and room away from festival crowds.
“Having a different view of the vivid light show. Watching the drone show from an unobstructed view and seeing the sites of Sydney (Opera House, Darling Harbour)”
Charter a sailing catamaran on Sydney Harbour with your own skipper, swim ladder, BBQ option, and views of the Opera House and Harbour Bridge.
“Friday was a truly wonderful experience onboard The Kirralee smoothly motoring around our most amazing backdrop of Sydney Harbour. Perfect weather, perfect Company, beautiful boat with a terrific crew of two. I cannot recommend this eRead more”
Review of Sydney Harbour Sailing Experience, a small-group yacht trip with Opera House views, hands-on sailing, and practical booking tips.
“The skipper was very relaxed and made sure everyone on board was having a good experience. It was a great way to see parts of Sydney harbor that you can only get from a boat. Very memorable. Thanks.”
Sail from Manly across Sydney Harbour, help steer and set the sails, and see the Opera House and Harbour Bridge in a small four-person group.
“As we had no prior sailing experience, our guide Will walked us through the basics of how sailing works. Gradually, we were able to take part in operating the boat ourselves, which was a lot of fun. We thoroughly enjoyed the experience and would highly recommend it to anyone with little or no sailing experience.”
Sail Port Stephens for bottlenose dolphins, informative guides, bow and boom nets, coffee, and a family-friendly 90-minute outing.
“the crew was very friendly and the guide gave us fun facts which enhanced the experience and i loved the side net!”
Sail from Rose Bay into the Tasman Sea for intimate whale watching, Sydney Harbour views, and a small group of no more than 12 people.
“What an amazing experience - Captain Douglas and First Mate Gavin got us right to the whales outside The Heads! We were saw 20-30 whales and 2 breaching!! Douglas was respectful of keeping our distance from the whales and ensured Read more”
Sail Sydney Harbour on a tiny keelboat, learn to steer and set sails, and enjoy Opera House views with a skipper and three guests.
“Beautiful day on the water learning how to sail. The instructor was a great teacher and made it very enjoyable”
See Vivid Sydney from a 40-passenger catamaran with Opera House views, canapés, a drink, and a 90-minute Harbour cruise.
“This cruise was just the right length and the crew took great care of everyone on board. The boat was small enough to get close to the sights for fabulous photos and spent long enough in each spot to really appreciate the displays. The fooRead more”
Pick a stretch of water, a cliff line or a cellar door.
