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Adam
Set Sail on Sydney Harbour | 28ft SuperSonic MKII Sailboat
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!
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Alastair
Skippered Seawind Resort 1050 Catamaran Charter
We had a family event with 20+ adults and kids. It was the perfect day on the water with the Kiralee crew so helpful and attentive. The perfect Sydney day out
Anastasia
Sydney Harbour Charter on SPELLBOUND a luxury 12m Sailing Catamaran.
Blodwen & team are amazing !!! Our christmas party is a 100% succesful even though there is a bit of a rain but that doesnt stop us ! The boat is amazing , clean , BBQ provided , the lounge area is fabulous .
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Alexandre
Set Sail on Sydney Harbour | 28ft SuperSonic MKII Sailboat
5-star sailing with Jeremy - recommend to anyone looking for a day at sea while in Sydney!
Perry
Sailing Sydney Harbour on Luxury Sailboat
Great sail on the harbor - got to see the yacht racing closeup after a pleasant lunch at Rose Bay
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Richard
MiLady Luxury Overnight Private Charter Whitsunday Islands Queensland
Your trip around the Whitsundays will be an amazing experience that will give you memories to last a lifetime. The boat is a comfortable home away from home and the destinations are truely awe-inspiring. The skipper is knowledgeable and experienced, and you will feel safe in his hands: whether that is when sailing, stand up paddle boarding or snorkelling (with electrified shark repellant). On board dining is also a true gourmet experience, from the fresh local sea food to baked and BBQ delights. If you want to cruise the Whitsundays in a luxury private yacht, you can’t go past this boat experience.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!