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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
178 reviews
Total reviews and rating from Viator & Tripadvisor
liquidsunshine77,Apr 26, 2026
- Review from Tripadvisor
We had an excellent sailing experience in Sydney Harbour! I went with my daughter while visiting from the U.S., and it was truly a highlight of our trip. Dave and his daughter were amazing—so friendly, welcoming, and easy to be around. Dave was incredibly knowledgeable and shared great insights about the harbor, which made the experience even more enjoyable. The boat itself was beautiful, and everything felt relaxed and well taken care of. The food was also delicious—such a nice added touch while out on the water. I would highly recommend this experience to anyone looking for a memorable and enjoyable way to see Sydney Harbour!
Freedom233320,Apr 24, 2026
- Review from Tripadvisor
Captain Dave and daughter Emma were amazing. Very knowledgable, great fun and a wonderful way to see Sydney. I highly recommend this trip. A dream come true
108leroyb,Apr 16, 2026
- Review from Tripadvisor
Great Experience! David and Nat were wonderful tour guides and Ambassadors for Sydney and Australia.
Hoan N,Mar 29, 2026
- Review from Viator
David is an experienced sailor and knowledgeable tour guide. He is caring and wonderful chef. This tour of the harbour is a must for anyone who wants to view Sydney at it best .
Jane B,Mar 13, 2026
- Review from Viator
Fantastic day sail with David - our second time with him, and this time did not disappoint either. Hearst sailing, wonderful lunch and the views of Sydney from the harbour are not to be missed! Highly recommend!!

Norman L,Feb 20, 2026
- Review from Viator
We spent an awesome and really fabulous day sailing around Sydney harbour seeing all the iconic sites. David was a great host and we absolutely loved everything. We highly recommend this sailing tour.
A Woman From,Jan 30, 2026
- Review from Tripadvisor
We had limited time in Sydney and felt like seeing it from the harbour was a great option to understand the area in a fun way. Dave and his beautiful boat did not disappoint! We had an incredible day on the water with Dave and another family. We all took a turn 'sailing' the boat (with Dave carefully watching on the other wheel, but still...) We anchored for a fabulous lunch. Dave gave us a lot of information about landmarks, history, and local life that was interesting and informative. We felt safe, pampered, and that we really immersed ourselves in Sydney for the day. We loved and highly recommend this experience.
M W,Jan 26, 2026
- Review from Tripadvisor
There are many Sydney Harbour cruises, but this luxury sailing experience is the best! Dave was a terrific host and welcomed a small group of us on to his beautiful sailboat. We felt so special sailing the harbour! We sailed into beautiful coves and learned so much. Lunch was yummy and drinks were offered often throughout our day. We settled into a spot for a quick dip in the water. It was a hot day and were so lucky to be on the water. Thank you David for making this one of our best days in Sydney!

jamestR3942MP,Jan 21, 2026
- Review from Tripadvisor
Captain Dave and First Mate Natalie gave us a wonderful afternoon on Sydney Harbor......sailing, learning and enjoying the day! Expert explanations of some of the locales around the Harbor, sailing all the way to the ocean and then having a gourmet lunch worthy of any fine dining establishment. This should be on the top of your list for a visit to Sydney!
Escape35354193125,Jan 11, 2026
- Review from Tripadvisor
Dave and his Daughter were very welcoming, the cruise around the harbour was very informative as Dave was very knowledge about the area.


Operated by Harbour Days Sailing Experience