Located to the northeast of Kempsey, South West Rocks on the mid-north coast of New South Wales is host to one of the best swims of the NSW ocean swim season. The Gaol Break swim is held in Trial Bay, a north-facing bay that exudes blue skies, crystal clear waters and beautiful fine-sandy beaches. Waves entering the bay from the south-east are refracted by the man-made breakwater beneath the gaol, making the pattern of waves look like a giant mollusc. 

The swim commences at the eastern end of the bay, near Arakoon. You have a bit of a wait whilst swimmers are transported to the start, but then you can make good a bit of chatter with fellow ocean swimmers.
The start is a deep water start, testing the starters ability to hold the starting line and rope in place. You are then off swimming to the first can. Like all swims, I find my own way, not trusting that everyone is headin in the right direction. If you read the ripplemarks on the sea bed, you soon release their crest are parallel to the shoreline and give you a line to follow, whilst occasionally glancing to keep the cans in check. As you make progress across the bay, the Norfolk Pines adorning the headland behing the surf club give you an easy line of sight towards the last turning can. you then turn towards the beach - it seems like a bit of a hike in, and on good days, there could well be a wave to ride in. As you cross the line, you are treated to being identified as you cross the line. After that, it's ice-cream coffee or whatever takes you fancy.
The swim is organised by South West Rocks SLSC and is a must do swim. Must do!!