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15 Best Sailing Tours In Sydney

Sydney’s best days out.

The 15 most popular sailing tours in Sydney. The ones locals send visitors to first, with prices, run times and who to book through.

15 Best Sailing Tours In Sydney

Sydney: Discovery Whale Watching Tour by Catamaran - Getting to Aquarium Wharf at Darling Harbour without the stress
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews, Tours, Whale Watching, Whale Watching Cruises

Sydney: Discovery Whale Watching Tour by Catamaran

1.Sydney: Discovery Whale Watching Tour by Catamaran

Sydney whale watching on a custom catamaran: a 30-minute sprint to open ocean, two decks, air-conditioned cabins, onboard photos, drinks included.

Most Popular 4.2

“Super cool. Once we got out and posted up for a bit, we finally spotted a humpback whale. We drove toward it and basically followed a handful of them as they swam back toward where we came. The guides on board were very nice.”

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Sydney Harbour: Sunset Catamaran Cruise - Kirralee Catamaran Comfort: Outdoor Views Plus Indoor Backup
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 - Opera House, the Rocks, and the “Colonial Corner” You Can Actually See
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

Small-group luxury sailing on Sydney Harbour with lunch, beer and wine, plus time to swim and snorkel at a sheltered bay.

5.0

“An unforgettable day cruising Sydney Harbour with friends! Our amazing hosts, a knowledgeable guide (Boat captain) and his wonderful daughter -treated us to a delicious seafood lunch, perfectly paired with wine. The boat was beautiful, spotless, and so cozy -with warm blankets so we could relax on deck and take in the stunning fall views,…”

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Sydney: Premium Catamaran Vivid Cruise with Welcome Drink - The Vivid route: Harbour Bridge, Opera House, and landmark-lit cruising
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

90-min Vivid Sydney cruise on a 55ft catamaran from Darling Harbour: small group, complimentary drink, indoor/outdoor views of icons and lights.

4.0

“Loved this! Beautiful views of the harbour bridge and opera house. I didn't expect fireworks but they were gorgeous, an absolute highlight of the evening. The drinks were tasty and the staff and captain were lovely. Highly recommended. I'll be doing it again next year, wish I'd done it sooner.”

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Vivid 90-Minute Sydney Harbour Catamaran Cruise with BYO Drinks - Pier 2, Walsh Bay: Where You Go and How to Avoid Stress
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 - Bridge-and-Opera-House cruise time: the best angles, not just quick sightings
2-Hour Experiences, Cruises & Boat Tours, Morning, Sailing, Sydney, Tour Reviews

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

Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes - The Route: What You’ll See From the Water
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes

Sydney Harbour Sailing Experience - Sydney Harbour Bridge: The Thrill Point
Cruises & Boat Tours, Sailing, Sydney, Tour Reviews

Sydney Harbour Sailing Experience

8.Sydney Harbour Sailing Experience

3-hour small-group sailing on Sydney Harbour with views of Opera House and Harbour Bridge, plus a real chance to raise sails.

4.5

“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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Private Catamaran Hire on Sydney Harbour - What you get onboard: catamaran comforts that actually help
Cruises & Boat Tours, Private, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Private Catamaran Hire on Sydney Harbour

From Manly: Sydney Harbour Hands-On 2.5 Hour Yacht Cruise - The Harbour Views You’ll Get: Bridge, Opera House, and Beach Stops
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 - Rose Bay meet-up: where the day starts and what to do with your time
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

Calm small-group sailing whale watching from Rose Bay to Port Jackson in Sydney. May–Nov humpbacks, max 12, 3 hours.

5.0

“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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Sydney Harbour - Sailing Hands-On Experience - 1.5 vs 2.5 Hours: How Your Timing Changes the Sights
Cruises & Boat Tours, Sailing, Sydney, Tour Reviews, Workshops

Sydney Harbour – Sailing Hands-On Experience

Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes - The Route: What You’ll See From the Water
Cruises & Boat Tours, Sailing, Sydney, Sydney Harbour Cruises, Tour Reviews

Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise with Canapes

2 1/2 Hr Private Skippered Yacht Charter and Platter on Pittwater - Getting started at Palm Beach Ferry Wharf (and why location matters)
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 charter on Pittwater from Palm Beach, with lunch platters, swim stops, and iconic views plus possible seaplane spotting.

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 - Getting to the meeting point at Manly Yacht Club (no guessing games)
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

A small-group, hands-on yacht cruise from Manly. Learn basic sailing and steer on Sydney Harbour for 90 minutes.

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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