Sydney Luxury Sailing Charters

Sydney Luxury Sailing Charters Sailing PEGASUS Sydney Harbour, Pittwater, Whitsunday Islands and abroad. Packages available. Four hour charter minimum.

25/04/2026

The Whitsunday Islands are calling 🌊✨

Step aboard for a trip of a lifetime aboard Pegasus—a 65ft Oyster luxury sailing monohull—and experience intimate, five-star sailing in one of Australia’s most iconic destinations.

Our 2026 season is filling quickly, with extended luxury sailing charters from mid-September onwards now open for limited bookings. Expect turquoise waters, secluded anchorages, champagne sunsets, and bespoke gourmet experiences—all from the comfort of the only luxury sailing monohull charter yacht in the Whitsundays.

Looking for something shorter? Day charters are also welcome, offering a taste of barefoot luxury while navigating Whitehaven Beach, Langford Island picnics, and the Whitsundays’ most pristine bays.

This is private, elevated, unforgettable sailing—crafted for those who want more than just a holiday.

📍 Whitsunday Islands | Limited September availability — secure your dates now

20/04/2026

Golden hour in Pittwater hits different ✨
Autumn on Sydney Harbour and Pittwater brings some of the most breathtaking sunsets of the year — crisp air, glassy water, and that soft golden glow over Ku-ring-gai Chase National Park.

These are the moments we live for on board Pegasus… champagne in hand, calm anchorages, and effortless luxury as the sun drops below the horizon.

And soon… we’ll be swapping these Pittwater sunsets for Whitsundays sundowners 🌴🥂

If a private yacht charter, golden hour sailing experience, or a luxury escape on the water is on your list — now is the time to plan.
Reach out to secure your dates.

20/04/2026

A heartfelt thank you from our family to our Pegasus family 🤍

After navigating a recent Google review extortion scam, we’re incredibly grateful to share that Sydney & Whitsundays Luxury Sailing Charters has been fully reinstated with our 5-star rating ⭐⭐⭐⭐⭐

To everyone who reported fraudulent reviews, updated your feedback, and took the time to write genuine, thoughtful reviews — thank you. Your support means everything to our small, family-run luxury sailing business across Sydney Harbour and the Whitsundays.

We truly turned lemons into lemonade, and the strength of our community showed up in the best way possible.

For any small business navigating something similar — act quickly, connect with Google support, and follow the process. It works.

A big thank you to google for supporting small businesses and helping resolve this efficiently.

We’re so proud to move forward, stronger than ever — delivering bespoke luxury sailing charters, champagne sunsets, and unforgettable experiences on board Pegasus across Sydney Harbour and the Whitsundays.

16/04/2026

🌅 Golden hour in the Whitsunday Islands is something truly special — soft glowing sunsets, champagne in hand, bespoke gourmet dining, and the kind of intimate luxury sailing experience that feels worlds away from the ordinary.

Join us aboard Pegasus for Whitsundays for whale watching, champagne sailing, and unforgettable sunset cruises through one of Australia’s most breathtaking destinations.

From relaxed elegance to beautifully curated moments on the water, this is luxury sailing in the Whitsundays at its finest.

August is now fully booked for extended charterz, and September availability is limited from mid-September onwards. We’re looking forward to an incredible season and would love to welcome you onboard for a truly unforgettable Whitsunday Islands sailing charter.


30/03/2026

We don’t usually do this… but we need your support 🤍

Over the past few days, we’ve been hit with a wave of fake 1-star reviews — from "bot people" who have never experienced what we do.

If you’ve ever sailed with us, worked with us, or experienced Sydney Luxury Sailing Charters or The Salty Concierge — you know the level we operate at.

✨ If you have a moment, we would truly appreciate your help:
• Leave us a genuine review (link in bio)
• Or simply mark the suspicious reviews as spam on Sydney & Whitsundays Luxury Sailing Charters.

Every real review helps protect our business and the incredible clients + crew we work with.

We’re incredibly proud of what we’ve built — and grateful for this community who continues to back us.

Thank you for standing with us 🤍

To our incredible Pegasus community 🤍Over the past few days, we’ve experienced a targeted wave of fake 1-star reviews on...
30/03/2026

To our incredible Pegasus community 🤍

Over the past few days, we’ve experienced a targeted wave of fake 1-star reviews on our Google profile — something that’s unfortunately becoming more common for small businesses.
While it’s disappointing, it won’t define us. What does define us is the genuine experiences we’ve created for our guests — from intimate family gatherings to unforgettable days on Sydney Harbour and in the Whitsundays aboard Pegasus.

As a small, family-run business, we’ve poured everything into delivering a five-star luxury sailing experience, and we’re incredibly proud of the community of guests who continue to support and sail with us.

If you’ve ever experienced what we do and feel open to supporting us, we would be so grateful for your help:
• Leave a genuine review (even short and simple means the world) Sydney Luxury Sailing Charters https://g.page/r/CU4lFnC7_SL0EBM/review

• Report any suspicious 1-star reviews as spam on our Google profile Sydney & Whitsundays Luxury Sailing Charters

👉 Search: Sydney & Whitsundays Luxury Sailing Charters
👉 Head to reviews and flag anything that looks suspicious

We know the truth of the experience we provide, and we trust that real voices will always rise above the noise.
Thank you for being part of our journey — we appreciate you more than you know ✨

Tia, Adam & Maya 🌙

25/02/2026

Introducing Our 2026 Chef Upgrade 🍽⚓️
In 2026, we are elevating the onboard dining experience across our charters.
While our signature style will always remain abundant, generous and beautifully curated, we are now offering an optional chef-led fine dining upgrade for guests seeking a more refined, restaurant-quality experience at sea.

Think seasonal degustation menus.
Locally sourced premium produce.
Handcrafted pastries and bespoke celebration cakes.
Elegant plating against the backdrop of Sydney Harbour or the Whitsundays.

Our long-standing relationships with exceptional local producers ensure that every menu — whether relaxed family-style or refined elegance — showcases the very best of the region.
Because luxury isn’t one-size-fits-all.
It’s curated.
Enquiries for 2026 are now open.





Charter Pegasus Oyster 625 — the ultimate luxury sailing experience for guests of InterContinental Hayman Great Barrier ...
03/02/2026

Charter Pegasus Oyster 625 — the ultimate luxury sailing experience for guests of InterContinental Hayman Great Barrier Reef 🌊✨

Sail the Whitsundays in total privacy, feel the wind in your sails, discover white-sand bays and hidden coral gardens — all from a vessel made for effortless luxury and calm days on the water.

Dream it. Sail it. Make it part of your island escape. ⛵️

📩 For charter enquiries while on stay: [email protected]

20/01/2026

Ladies Who Lunch | Sydney Luxury Sailing Charters

Long lunches, flowing conversation, and the kind of days that drift effortlessly into the afternoon ✨

Our Ladies Who Lunch experience is designed for relaxed indulgence on the water — ideal for Palm Beach locals and Northern Beaches women who love long, beautiful days by the sea.

Whether you’re soaking in Pittwater alongside Ku-ring-gai Chase National Park or cruising through Sydney Harbour, this is a refined yet easygoing way to gather your favourite people.

Think:
Elegant canapés
Curated degustation-style menus
Family-style shared feasts
Champagne & rosé flowing all day
Unhurried service, sunshine, and effortless hosting
Perfect for birthdays, reunions, celebrations — or simply a Palm Beach–style lunch that turns into an afternoon on the water.





10/01/2026

Sydney Harbour has a rhythm of its own.
Long lunches. Afternoon sails. Golden hour drifting past the Opera House.

We don’t rush it — we curate it.

Address

Sydney, NSW
2106

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