Simply Sailing is a boutique charter company operating out of the quiet and idyllic Clontarf Marina in Middle Harbour.  On offer are skippered day hire, skipper yourself charters and overnight anchorages .  Genuine, local and friendly service and an unparalleled view of Middle Harbour, combines to provide a high quality sailing experience.

Take the helm of our cruisy Scanyacht 391 as there's no better way to spend a weekend than just messin' around in boats.  Escape the City grind with a weekend away; exhilarating and relaxing, a perfect combination.

At Simply Sailing we have thousands of cruising miles and we know the best spots in Middle and Sydney Harbour. Why not explore the wilderness of Middle Harbour - grab the wheel and head west under the Spit Bridge and experience for yourself the serenity and the tranquillity of the waterways of Middle Harbour.

Explore this yachtsman's paradise at your leisure.   Here deep in the wilds of the Garigal National Park you will discover safe and sheltered anchorages and stunning scenery.  Indulge yourself with total relaxation.

The energetic may wish to dinghy ashore and try one of the walking tracks in the National Park.  Others may wish to just drop anchor and a few fishing lines and watch the sun set.  Take a deep breath and listen to the absolute peace and quiet.

Whether you are a small family group celebrating a special occasion, a group of friends looking to get out on the water or a corporate looking to reward staff, take advantage of Simply Sailing's experience in skippered yacht charters.

We are able to pick up skippered charters from other harbour locations.

Owner operator Chris Matthews, is Middle Harbour born and bred, and has spent his entire life getting to know the waterways of Sydney Harbour and the East Coast of Australia.  Chris' unparalleled experience of chartering and of Sydney Harbour combine to ensure your skippered sailing charter takes full advantage of our beautiful harbour.

Escape the hotel room and settle for absolute peace and tranquillity.

Experience the luxury of our Scanyacht 391 anchored by our professional skipper at secluded Castle Rock, Clontarf, or Cobblers Beach, Mosman after two hours sailing.  We will whisk the skipper away after anchorage by powerboat. Pl atter s of seafood , antipasto and fruit are provided for your evening meal, plus chocolates, breakfast, linen & towels for a fuss free experience.