See Sydney from a totally different perspective

“Highly recommend Too Up Sailing for a wonderful relaxing way to explore beautiful Sydney
Harbour … their knowledge and service is second to none.” Julie G

Too Up Sailing offer personalised half-day, full-day and overnight short stay cruises in and around Sydney Harbour. Your experienced skipper will show you the secret coves and hidden gems of the Harbour as well as all the Sydney icons. It’s more than sailing in comfort. You’ll be sailing in luxury with an experienced crew who want to share their love affair with Sydney Harbour.

Design your own Sydney Harbour cruise experience or enjoy one of our Private Cruise Packages.

Explore Private Cruise Packages here



Dave Williams

Dave Williams is both the Owner/Operator of Too Up Sailing and our most experienced Skipper. When he isn’t showing guests the wonders of Sydney Harbour, he shares his skills and experience as a Senior Powerboat Instructor and Safety Boat Instructor for Australian Sailing.

Originally from the UK, Dave moved to Australia in 2015 to work as a professional charter skipper. But sailing isn’t just his career. It’s also his passion!

He regularly participates in competitive sailing races – both inshore and long offshore blue water races – including the Sydney to Southport yacht race. He also provides yacht relocation services between Hamilton Island and Sydney.

Dave has thousands of sea kilometres under his belt. He’s a former UK police officer with over 20 years maritime experience, including almost 10 years serving as a Police Boat Coxswain (that’s essentially a police boat captain). It’s one of the reasons he is so safety conscious. Dave was also part of the Marine Security team for the 2012 London Olympics’ sailing events.

What Our Clients Say

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