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5 hours
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Take in the stunning views of Sydney on a Sydney Harbour on luxury sailing trip. On board your 40-foot luxury sailing yacht, with your experienced skipper at the helm, you'll sail under the Sydney Harbour Bridge and past the Sydney Opera House. A delicious lunch is served on board while anchored in one of Sydney Harbour's secluded bays. Your yacht accommodates a maximum of eight passengers, ensuring personalized attention from your captain.
Suitable for all physical fitness levels
A maximum of 8 people
For a full refund, cancel at least 24 hours before the scheduled departure time.
Your yachting cruise departs from Darling Harbour and takes you under the famous Sydney Harbour Bridge. You'll be able to take photographs of the Sydney Opera House and the Rocks, the birthplace of British settlement. You'll pass Farm Cove and Mrs. Macquaries Chair and Fort Denison, where during the early days of British settlement prisoners were left to survive on only bread and water. Turning towards Sydney's affluent Eastern suburbs, you'll sail past some of Sydney's wealthiest harbor side homes. From Watsons Bay your yacht will cross the harbor entrance and anchor for lunch at historic Store Beach surrounded by beautiful natural bushland. While your delicious lunch of sushi, avocado and prawn salad and chicken is being prepared, take a swim to the beach, relax with a glass of Australian beer or wine or toss a fishing line over the side of the yacht. Dessert of Belgium butter biscuits, cheesecake and fruit is also served. In the early afternoon you'll head back to Darling Harbour, soaking up the sun and fresh air after enjoying an exhilarating day on your small group sailing trip on Sydney Harbour. Sailing Vessel: • Fully equipped cruising yacht • Fully equipped galley • Private cabins • Interior and exterior shower facilities • Toilet facilities • Comfortable and spacious dining/lounge area • All required safety equipment is on board • Life jackets are provided for young children
Beer & Wine
Soda/Pop
Gourmet lunch
All safety equipment
Sailing on Sydney Harbour on board a luxury yacht
Experienced skipper
Hotel pickup and drop-off
166 reviews
Total reviews and rating from Viator & Tripadvisor
Explore252083,,Dec 13, 2025
- Review from Tripadvisor
We took the Luxury Sailing Cruise on Sydney Harbour with Lunch, and it was, without a doubt, one of the highlights of our trip. If you are looking for an intimate, world-class experience that elevates past the standard ferry cruise/larger tour boats, this is it. Personalised Luxury: Sailing aboard the beautiful 40-foot luxury yacht was a dream. The fact that the trip is limited to a maximum of eight guests completely changes the atmosphere—it feels less like a tour and more like a private charter. Our skipper, David was incredibly knowledgeable and friendly and ensured everyone was comfortable and received personalised attention. Unrivalled Views & Sailing: Cruising beneath the Sydney Harbour Bridge and gliding past the Opera House was breathtaking. The views are incredible, and the David provided wonderful, informative commentary on all the major landmarks, from Fort Denison to Mrs. Macquaries Chair. The experience of anchoring in a beautiful, secluded bay was pure bliss. We were served a magnificent, gourmet lunch while relaxing on deck. Having the option to jump in for a swim or just soak up the sun Every detail was perfect, from the impeccable condition of the yacht to the high quality of the food and the generous supply of drinks. David and his daughter, Nat were professional, ensuring a safe and relaxed sailing trip, but also warm and engaging. This cruise is worth every penny for the personalised attention, the luxury setting, and the unforgettable perspective of Sydney Harbour. Highly, highly recommend.
Fleur B,,Dec 6, 2025
- Review from Tripadvisor
Amazing Best day ever . My 12 year old girl had the best time swimming and driving the Yacht .. David your exceptional and do yourself a favour and book this cruise
Garima S,,Dec 6, 2025
- Review from Viator
David, was an incredible tour guide, truly an area expert. We had a great time. It was a very hot day in Sydney today but the shade part of the boat kept it nice & cool for everyone. Lunch was delicious & time to swim in the ocean was just awesome.
Joanne M,,Dec 3, 2025
- Review from Viator
amazing wonderful day, food really super good, very knowledgeable about local facts, boat clean and stocked well
philgZ3617JI,,Nov 25, 2025
- Review from Tripadvisor
The trip had been booked by our tour operator so we were expecting to sail on one of the large tourist motor boats we had seen crossing the harbour. Therefore we were a little surprised to see Dave arriving in a yacht (despite it being 40’ long). Within half an hour, though, any concerns had vanished and we knew we were in for a great day. This has to be the best way to tour the harbour with a skipper who was both highly knowledgeable and a great, friendly host.

Doreen M,,Nov 10, 2025
- Review from Viator
One of the best days out in Sydney!! From beginning to end everything was so well thought out. David was able to keep us informed and entertained, fed and watered throughout the experience. Highly recommended for locals and visitors. The swim was an added bonus on a beautiful spring day. Our 5 hours passed in a flash.
Wilson L,,Oct 16, 2025
- Review from Viator
The sailing experience was very good, very enjoyable. David is a great host and the food was great!!
712sandyh,,Oct 10, 2025
- Review from Tripadvisor
What an amazing day! We thoroughly enjoyed David’s entertaining descriptions of the sights in Sydney Harbor. Our wine and lunch were also amazing.


Yves M,,Sep 27, 2025
- Review from Viator
David and his daughter were amazing. The combination of his beautiful boat, excellent sailing skills, very personable and friendly service, made for a very memorable day out in Sydney Harbor. Also forgot to mention the wonderful and healthy lunch they prepared for us. I would highly recommend booking a sail trip with him.
Wendy G,,Sep 23, 2025
- Review from Viator
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!
Operated by Harbour Days Sailing Experience