11 Sailing Trips in Sydney, Priced by the Head

1.Discovery Whale Watching Tour by Catamaran

★★★★★★★★★★4.2 · 402 reviews · 2h 30m · from $63Our pick

Review of Sydney’s 150-minute Fantasea whale watching catamaran, with fast ocean access, viewing decks, whale sightings, tips, and value advice.

“we did the afternoon whale watching cruise it was thought was so two of our four people backed out preferring to go milder seas it was hard to see any whales because it was so choppy we managed to find one who put on a bit of a display for us sadly all I managed to catch on my phone was four splashes the whales were just too fast for me couldn't hear the commentary over the booming seas The boat was adequate and seemed stable enough even in the larger waves so we could go quite a way out to find the whale activity”

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2.Sydney Harbour: Sunset Catamaran Cruise

★★★★★★★★★★4.8 · 261 reviews · 1 hour · from $41Best value

Review of Sydney’s 1-hour sunset catamaran cruise, with Opera House views, snacks, BYO drinks, crew tips, price, and practical advice.

“Awesome cruise, lovely snacks and a wonderful crew! Thoroughly enjoyed it!”

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3.Luxury Sailing Cruise on Sydney Harbour with Lunch

★★★★★★★★★★5.0 · 171 reviews · from $251Top rated

Review of Sydney’s luxury small-group sailing cruise with harbour landmarks, gourmet lunch, Australian drinks, swimming, and snorkeling.

“The most exclusive day on the harbour. From the moment Dave collected us from Darling Harbour we went entertained in the most regal fashion with a true Aussie gent dedicated to making sure we had a memorable day. His knowledge waRead more”

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4.Premium Catamaran Vivid Cruise with Welcome Drink

★★★★★★★★★★4.0 · 104 reviews · 1h 30m · from $63

See Vivid Sydney from a small premium catamaran with a welcome drink, harbour views, indoor seating, and space away from the crowds.

“It was nice to see the lights at night, vivid Sydney. Next time I am doing the Catamaran”

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5.Vivid 90-Minute Sydney Harbour Catamaran Cruise with BYO Drinks

★★★★★★★★★★5.0 · 56 reviews · from $42

See Vivid Sydney from a small catamaran with close-up harbour views, antipasto, BYO drinks, and a relaxed 90-minute cruise.

“Très belle balade pour admirer les lumières du show Vivid. Par contre en raison du froid un bon café ou thé chaud aurait été très apprécié.”

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6.Sydney Harbour: 2-Hour Morning Yacht Cruise with Morning Tea

★★★★★★★★★★4.8 · 42 reviews · 2 hours · from $102

Review of Sydney’s 2-hour morning yacht cruise, with Opera House views, morning tea, small groups, practical tips, and honest value advice.

“We thoroughly enjoyed the Sydney Harbour Cruise despite the bit of rain. Our tour guide was very informative and entertaining. We’d recommend better signage and clarity in the meeting point and pickup.”

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7.Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes

★★★★★★★★★★5.0 · 37 reviews · from $53

See Vivid Sydney from the water on a 90-minute catamaran cruise with canapes, one drink, harbour landmarks, and a relaxed crowd.

“Sydney harbour at night together with the Vivid lights is dazzling . An uncrowded & relaxed way to experience it. The canapes were generous & staff friendly.”

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8.Private Catamaran Hire on Sydney Harbour

★★★★★★★★★★5.0 · 32 reviews · from $1,237

Review of a private Sydney Harbour catamaran charter, with Bridge and Opera House views, onboard BBQ, flexible pickup points, and practical tips.

“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”

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9.Sydney Harbour Sailing Experience

★★★★★★★★★★4.5 · 32 reviews · from $118

Review of Sydney Harbour Sailing Experience, with yacht views, hands-on sailing, itinerary details, value, weather tips, and booking advice.

“Absolutely outstanding. Rained and was windy but that made the sailing experience even more real. Guide if that’s what you can call the boat captain was awesome and couldn’t have been better!”

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10.From Manly: Sydney Harbour Hands-On 2.5 Hour Yacht Cruise

★★★★★★★★★★4.7 · 30 reviews · 2h 30m · from $119

Sail Sydney Harbour from Manly on a small-group yacht, help steer and set sails, and see the Opera House and Harbour Bridge for $119.

“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.”

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11.Whale Watching Sailing Experience in Sydney

★★★★★★★★★★5.0 · 28 reviews · from $71

Sail Sydney Harbour and the Tasman Sea on an intimate whale-watching trip for 12, with seasonal humpbacks, open-water views, and free cancellation.

“My daughter and I had a great time Although the whales were a little elusive (some spouts, a tail) We had a lovely time sailing. We specifically chose a small charter to avoid too many tourists and it worked out perfectly. Thank you”

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