Under sail · SYDNEY SAILING TOURS

The 8 Best Sydney Sailing Tours

8 sailing trips  ·  seats from $48 each

The coast of Sydney from the water: 8 sailing trips with their prices, how long each is out and what is served on deck.

Sydney Harbour Tall Ship Twilight Dinner Cruise - Starting at Campbells Cove in The Rocks
Australia Sailing Tours, Dinner and Evening Sailing Cruises, Sailing Tours, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Australia, Tour Reviews

Sydney Harbour Tall Ship Twilight Dinner Cruise

1.Sydney Harbour Tall Ship Twilight Dinner Cruise

★★★★★★★★★★4.5 · 451 reviews · from $63Top of the fleet

Meet at Campbells Cove in The Rocks for a twilight cruise aboard a restored tall ship. You’ll pass the Opera House, Harbour Bridge, Fort Denison, Taronga Zoo, Luna Park, and more while enjoying dinner and live commentary. Howard and Ruth are among the hosts mentioned for their warm storytelling. A mast climb is available for an extra fee.

“This is a friendly, relaxing and informative experience that takes you into the heart of Sydney and its beautiful harbour. The Captain, host and young crew were a delight, welcoming, and knowledgeable of the history of the harbour and tall ships. The meal was terrific and feel of the boat unforgettable. Accompanied by my adult daughter we had the best time together, catching up, feeling the breeze off the water and in the sails that brought us back to the dock. Thanks!”

Check sailing dates →Read the whole sail review

Sydney Harbour: Tall Ship Afternoon Cruise - Campbell’s Cove is the practical starting point
Australia Sailing Tours, Sailing Tours, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Australia, Tour Reviews

Sydney Harbour: Tall Ship Afternoon Cruise

2.Sydney Harbour: Tall Ship Afternoon Cruise

★★★★★★★★★★4.6 · 412 reviews · 1h 30m · from $48Lowest fare aboard

Spend 90 minutes aboard an 1850s-style wooden tall ship, sailing past the Opera House, Fort Denison, and under Harbour Bridge. You can help with ropes, sails, or steering, while English-speaking hosts such as Ruth and Jim share Sydney stories. Drinks are available to buy, and mast climbing costs extra.

“good time to explain and visitors could participate in running the ship ⚓”

Check sailing dates →Read the whole sail review

Sydney: Tall Ship Harbour Twilight Dinner Cruise - Finding Campbell’s Cove at The Rocks
Australia Sailing Tours, Dinner and Evening Sailing Cruises, Sailing Tours, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Australia, Tour Reviews

Sydney: Tall Ship Harbour Twilight Dinner Cruise

3.Sydney: Tall Ship Harbour Twilight Dinner Cruise

★★★★★★★★★★4.4 · 342 reviews · 2 hours · from $77

You spend two hours aboard the Southern Swan or Soren Larsen, leaving from Campbell’s Cove at The Rocks. A guide such as Jim-lad or Howard points out harbour sights while the crew serves dinner and invites you to help with the sails or steer. Expect a relaxed, hands-on cruise with drinks sold separately and a possible mast climb at extra cost.

“Top rated excursion x from start to finish (didn’t want it to end) very welcoming, great crew, great food (gluten free :) ) beautiful sunset x”

Check sailing dates →Read the whole sail review

Sydney Harbour Tall Ship Afternoon Discovery Cruise - Raising the sails with the crew
Australia Sailing Tours, Sailing Tours, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Australia, Tour Reviews

Sydney Harbour Tall Ship Afternoon Discovery Cruise

4.Sydney Harbour Tall Ship Afternoon Discovery Cruise

★★★★★★★★★★4.5 · 293 reviews · from $49

Spend 90 minutes sailing from Campbells Cove aboard a historic timber tall ship. Hear stories from guides such as Jim, Ruth, Howard, and Captain James, help raise the sails, and pass the Opera House, Harbour Bridge, Fort Denison, Taronga Zoo, and Luna Park. Light snacks are included, while drinks and a mast climb cost extra.

“Leisurely cruise, charming crew, very relaxing. Would recommend this to anyone looking to get a view of the harbor and relax for a couple of hours.”

Check sailing dates →Read the whole sail review

Luxury Sailing Cruise on Sydney Harbour with Lunch - Under the Harbour Bridge and past the Opera House
Australia Sailing Tours, Sailing Tours, Sailing Tours with Lunch, Sailing Tours with Lunch in Australia, Sydney Sailing Tours, Tour Reviews

Luxury Sailing Cruise on Sydney Harbour with Lunch

5.Luxury Sailing Cruise on Sydney Harbour with Lunch

★★★★★★★★★★5.0 · 171 reviews · from $251Best loved

Join Captain David, and sometimes Emily or Natalie, aboard the 40-foot yacht Emma Mei for five hours on Sydney Harbour. Sail beneath the Harbour Bridge, pass the Opera House and Sydney Heads, then anchor at Store Beach for swimming, snorkeling, and a generous lunch with Australian beer and wine. The group never exceeds eight people.

“Fantastic sail with Dave! Happens day was perfect with great winds, but Dave is a great captain and host. Lunch was truly out of this world good!! Wonderful way to see Sydney Harbour and to have a great tour along with that. Perfect Sydney day!!”

Check sailing dates →Read the whole sail review

Sydney Harbour: Tall Ship Lunch Cruise - The Harbour Route, Landmark by Landmark
Australia Sailing Tours, Sailing Tours, Sailing Tours with Lunch, Sailing Tours with Lunch in Australia, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Australia, Tour Reviews

Sydney Harbour Tall Ship Lunch Cruise

6.Sydney Harbour Tall Ship Lunch Cruise

★★★★★★★★★★4.5 · 152 reviews · from $78

Board a restored square-rigged tall ship at Campbells Cove in The Rocks for a two-hour Sydney Harbour cruise. You’ll pass the Opera House, Harbour Bridge, Fort Denison, Taronga Zoo, and Luna Park while enjoying a freshly prepared three-course lunch. The crew may invite you to help raise the sails, steer, or learn about the ship’s past.

“The crew were skilled and friendly, informative about the ship and its history and encouraged the guests to be as interactive as they felt comfortable. I learnt a lot about the history of Sydney. It was my third time on the lunch cruise over several years, and I keep coming back.”

Check sailing dates →Read the whole sail review

Sydney Harbour: Tall Ship Lunch Cruise - The Harbour Route, Landmark by Landmark
Australia Sailing Tours, Sailing Tours, Sailing Tours with Lunch, Sailing Tours with Lunch in Australia, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in Australia, Tour Reviews

Sydney Harbour: Tall Ship Lunch Cruise

7.Sydney Harbour: Tall Ship Lunch Cruise

★★★★★★★★★★4.8 · 69 reviews · 2 hours · from $77

Spend two hours aboard an 1850s-style tall ship with an English-speaking crew. Sail past the Opera House, Harbour Bridge, Fort Denison, Taronga Zoo, and Luna Park, help hoist the sails, and enjoy a freshly prepared three-course lunch. The crew, including guides such as Howard and Ruth on past cruises, add stories and hands-on sailing.

“Very enjoyable experience. The crew were friendly and helpful. The mast climb was worth the extra cost.”

Check sailing dates →Read the whole sail review

Sydney Harbour - Sailing Hands-On Experience - A Short Cruise or the Full 2.5 Hours
Australia Sailing Tours, Sailing Lessons, Sailing Tours, Sydney Sailing Tours, Tour Reviews, Workshops

Sydney Harbour – Sailing Hands-On Experience

8.Sydney Harbour – Sailing Hands-On Experience

★★★★★★★★★★5.0 · 22 reviews · from $86

Sail Sydney Harbour from Manly on a 24-foot keelboat with an experienced skipper and no more than four people aboard. You can help set sails, take the helm, or simply enjoy the ride. Guides including Will, George, and Diana provide calm, practical instruction. Choose a 1.5-hour or 2.5-hour cruise, with Opera House views possible on the longer trip.

“Wonderful experience to do with family. Our instructor was so fun and chill. We saw dolphins too! Cute area to walk around”

Check sailing dates →Read the whole sail review

Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
Scroll to Top

Explore sailing

Pick a boat, a coast or a time of day.

Kinds of sail

Catamaran tripsTall shipsYacht chartersPrivate chartersLessons

Time of day

Golden-hour sailsDinner sailsParty sailsTwo-hour sailsFull-day sails

On board

Drinks on boardLunch at anchorSwim stopsSnorkel sails

Out at sea

Island hoppingWhales and dolphinsNile feluccasEvery sailing trip