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Experience the breathtaking beauty of Sydney Harbour from the deck of Lillibee, whether you’re seeking a serene cruise or an exhilarating day of sailing. Just relax, swim, and sunbathe in beautiful harbour bays or get involved with the helm and the sheets! We offer a variety of tailored experiences to make your day unforgettable. Sail past iconic landmarks like the Sydney Opera House and Harbour Bridge. Join us for a morning, afternoon, or full-day cruise and discover why Sydney Harbour is considered one of the world’s most stunning harbours. Book Your Sydney Sailing Adventure Today — Up to 4 People: - Full Day: $600 AUD - 10 AM to 5 PM - Half Day: $400 AUD - 9 AM to 1 PM or 2 PM to 6 PM Customisable Packages and Sunset Cruises Available — Get in Touch! - Boxing Day Full Day: $900 AUD - 10 AM to 5 PM - New Year’s Day Full Day: $900 AUD - 10 AM to 5 PM Included in Your Adventure: - Experienced skipper to ensure your safety and enjoyment - Fuel costs - Pick-up and drop-off at Rose Bay Pier For any further details or to customize your experience, please do not hesitate to send me a message.
AL
If you’re looking for an unforgettable way to experience Sydney Harbour, look no further than Jeremy and his sailing yacht, Lollibee. My family and I recently made the trip all the way from San Diego, and sailing with Jeremy was, without question, the highlight of our visit. From the moment we stepped aboard, Jeremy welcomed us with warmth and professionalism, instantly putting us at ease. His deep knowledge of the harbor and its history made the journey not only scenic but also wonderfully informative. Whether we were gliding past the iconic Sydney Opera House or pausing to take in the majesty of the Harbour Bridge, Jeremy made sure we had the best vantage points and plenty of time to soak in the views. What sets Jeremy apart is his passion for sailing and his dedication to creating a personalized experience. He made every effort to accommodate our family, ensuring we were comfortable and engaged throughout the trip. He even let our kids try their hand at steering the yacht, making them feel like seasoned sailors. The Lollibee itself is a gem—beautifully maintained, spacious, and perfectly suited for a relaxing day on the water. Whether you’re a seasoned sailor or stepping aboard a yacht for the first time, Jeremy makes the experience feel effortless and magical. If you’re visiting Sydney and want a unique way to see this spectacular harbor, don’t miss the chance to sail with Jeremy on the Lollibee. It’s an experience my family and I will treasure forever. Thank you, Jeremy, for making our trip truly special!
AS
5-star sailing with Jeremy - recommend to anyone looking for a day at sea while in Sydney!
dM
Unforgettable experience Awesome sailing ⛵️
JS
Boat owner, been sailing on Sydney Harbour for the last 15 years on all kind of boats, weekly regattas, Hamilton Island race. Love sharing my passion of sailing and knowledge of Sydney Harbour.
You’ll get directions to the departure location when you make a booking.
50% refund up to 7 days prior.
Skipper included Fuel included