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15 Best Sailing Tours In Sydney

Sydney’s best days out.

The 15 most popular sailing tours in Sydney. What each one actually involves, what it costs, and the operator who runs it.

15 Best Sailing Tours In Sydney

Sydney: Discovery Whale Watching Tour by Catamaran - From Aquarium Wharf to the Hunt: How the Cruise Feels
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews, Tours, Whale Watching, Whale Watching Cruises

Sydney: Discovery Whale Watching Tour by Catamaran

Sydney Harbour: Sunset Catamaran Cruise - Getting on Board: Man O’War Steps and the Kirralee Factor
Cruises & Boat Tours, Evening Experiences, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Sydney Harbour: Sunset Catamaran Cruise

Luxury Sailing Cruise on Sydney Harbour with Lunch - Rushcutters Bay to Watsons Bay: the harbor changes character
Cruises & Boat Tours, Lunch Experiences, Sailing, Sydney, Tour Reviews, VIP

Luxury Sailing Cruise on Sydney Harbour with Lunch

3.Luxury Sailing Cruise on Sydney Harbour with Lunch

Luxury small-group sailing on Sydney Harbour with gourmet lunch, beer & wine, and snorkeling time at Store Beach.

5.0

“Visiting our adult daughter in Melbourne and spending a week in Sydney. We all thoroughly enjoyed our day sailing on the harbor. Dave and Emily were lovely. Both knowledgeable and tons of fun. Views were spectacular, lunch was fantastic. Highly recommend this one!”

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Sydney: Premium Catamaran Vivid Cruise with Welcome Drink - Getting to King Street Wharf 7 Without Losing 30 Minutes
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Sydney: Premium Catamaran Vivid Cruise with Welcome Drink

4.Sydney: Premium Catamaran Vivid Cruise with Welcome Drink

A 90-minute Vivid Sydney catamaran cruise from Darling Harbour with a welcome drink, small-group comfort, and big Harbour Bridge and Opera House views.

4.0

“Great service, friendly hosts, on schedule, small group. Other boats were packed with hundreds of people playing obscenely loud doof doof music. Our boat had plenty of indoor and outdoor seating with multiple trips under the bridge and past the opera house before returning right on schedule. Highly recommend.”

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Vivid 90-Minute Sydney Harbour Catamaran Cruise with BYO Drinks - Pier 2, Walsh Bay: the one part you should plan carefully
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Vivid 90-Minute Sydney Harbour Catamaran Cruise with BYO Drinks

Sydney Harbour: 2-Hour Morning Yacht Cruise with Morning Tea - Under the Bridge to the Opera House: The Signature Views
2-Hour Experiences, Cruises & Boat Tours, Morning, Sailing, Sydney, Tour Reviews

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

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

Morning tea meets big views: a 2-hour Sydney Harbour yacht cruise from Circular Quay under the Bridge and past the Opera House.

4.8

“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.”

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Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes - Where it departs: Pier 2, Walsh Bay (and why timing matters)
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes

Private Catamaran Hire on Sydney Harbour - Price and value: what $1,237.24 buys for your group
Cruises & Boat Tours, Private, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Private Catamaran Hire on Sydney Harbour

8.Private Catamaran Hire on Sydney Harbour

Private Sydney Harbour catamaran charter with skipper, flexible pickup, Harbour Bridge and Opera House cruises, swim time and BYO meals.

5.0

“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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Sydney Harbour Sailing Experience - Price and value: what $118.35 really buys you
Cruises & Boat Tours, Sailing, Sydney, Tour Reviews

Sydney Harbour Sailing Experience

9.Sydney Harbour Sailing Experience

3-hour small-group Sydney Harbour yacht sail for $118. See Opera House, Harbour Bridge, Fort Denison, and learn basic sailing.

4.5

“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.”

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From Manly: Sydney Harbour Hands-On 2.5 Hour Yacht Cruise - Boarding at Manly Yacht Club and your first hands-on moment
Cruises & Boat Tours, Sailing, Sydney, Tour Reviews, Workshops

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

Whale Watching Sailing Experience in Sydney - The Tasman Sea hunt: May to November and what sightings can look like
Cruises & Boat Tours, Sailing, Sydney, Tour Reviews, Whale Watching, Whale Watching Cruises

Whale Watching Sailing Experience in Sydney

11.Whale Watching Sailing Experience in Sydney

Small-group sailing whale watching from Rose Bay. Sail past Sydney Harbour, follow humpbacks in the Tasman Sea, about 3 hours.

5.0

“Really pleasant way to spend an afternoon. Chilled out and leisure way to attempt to see whales. The exact opposite of some of the competitors with their pay per shot photographers and clowns on microphones. With these guys you get a Read more”

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Sydney Harbour - Sailing Hands-On Experience - 1.5 or 2.5 hours: pick the cruise that matches your energy
Cruises & Boat Tours, Sailing, Sydney, Tour Reviews, Workshops

Sydney Harbour – Sailing Hands-On Experience

Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes - Where it departs: Pier 2, Walsh Bay (and why timing matters)
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes

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

Cruise Sydney Harbour’s Vivid lights on the Heaven catamaran. 90 minutes, small group, roaming canapés, and 1 drink included.

5.0

“Our boat was Heaven! And lived up to its name! What an unforgettable adventure! Our skipper was Frank and his staff were warm and inviting! The hors d’oeuvres were very nice and the presentation lovely. Frank was top notch even taking Read more”

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2 1/2 Hr Private Skippered Yacht Charter and Platter on Pittwater - Palm Beach to Portuguese Beach: a 30-minute swim stop that’s hard to beat
Cruises & Boat Tours, Private, Sailing, Sydney, Tour Reviews

2 1/2 Hr Private Skippered Yacht Charter and Platter on Pittwater

14.2 1/2 Hr Private Skippered Yacht Charter and Platter on Pittwater

Private 2.5-hour skipper yacht on Pittwater from Palm Beach: platter lunch, swim stops, and views of Portuguese Beach and Barrenjoey.

5.0

“A unique experience to see the beauty of Sydney’s landscape and waterways. Our skipper was warm, friendly and very knowledgeable about the area. He took us into a hidden cove where we could swim in the gorgeous turquoise waters. TRead more”

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From Manly: Sydney Harbour Hands-On Taster Yacht Cruise - Where You Meet: Manly Yacht Club Wharf, Not the Road Entrance
Cruises & Boat Tours, Sailing, Sydney, Tour Reviews, Workshops

From Manly: Sydney Harbour Hands-On Taster Yacht Cruise

15.From Manly: Sydney Harbour Hands-On Taster Yacht Cruise

Hands-on Manly yacht cruise around Sydney Harbour with mini sailing lesson, small group of 4, and a captain who teaches you the ropes.

4.9

“We had an awesome sailing trip with our skipper Onur, who made sure that we made a hands on experience, while giving a real sailing flavor and even provided a route that gave us spectacular views of the city. Highly recommend!”

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More Sailing Tours In Sydney

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Explore Sydney

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