Welcome aboard frodo! You made the right choice over a Windrider, without a doubt. I suggect you join the Hobie Island Club, as Lorraine Garnier (club cooordinstor) will pass your details on to the Sydney group. The local clubs tend to be laid-back (well it IS a Hobie
), but offer the benefit of linking up with other Island owners providing company on trips, exchange of knowledge as well as Haynes T-shrts and window stickers.
Making a trip outside is heaps safer in company, even if you have all the safety gear.
Any time you venture up to the mid-north coast, PM me first, as I have contact with Island owners anywhere from the Hawkesbury through to Port Macquarie who can show you the local ropes.