I have a 228 and fish it not as much as I would like. Most species I target I can get to within 40 miles of the coast and I pick my days, have my Garmin auxillary GPS with XM weather radar on it, as well as my ditch bag with the handheld EPIRB, vhf radio, and other emergency items in it. If you fish offshore a great deal maybe a membership in either Sea Tow or Tow Boat US would be a nice piece of mind as well.
As far the hull goes it handles 2 to 3s fine and if the period is right, 4s are ok too when running. I like the performance in the same seas when trolling too. If you use the boat inland on lakes, the intercoastal areas and so forth, you will likely love the boat. It is a good watershprts hull, and the size is big enough to go offshore and small enough to put in the water by yourself. I tend to think the Grady's 22s are a great compromise boat for doing it all on a budget and with some comfort too.