Ok, Been lerking for quite some time, Thought I would beat a dead horse and ask the collective experts for recommended cruising boats to consider. Have sailed small (laser, hobies, etc) for many years, have crewed on 30 to 52 footers, have an Oday 222 now to sail and teach the fiancée. Looking to move to Florida (Ft. Meyers/ Cape Coral) in a year or two, buy a larger boat in the 38-42 foot range, do coastal, and then crib sailing and then who knows. Would also live / sail on the boat part time during high season while renting out condo. Price range is $100K give or take $20k. + extra $20-$40k for repairs
/fit out. Fairly handy with tools /electronics / welder, engines, etc.
Ideally a 5 foot or less keel for the south Florida waters with a skeg rudder, or modified full keel or K/CB, cutter rigged , center or aft cockpit. Larger galley and a separate shower stall (required for the fiancée). Been looking at a few boats off and on including 42-38 Irwin’s, 38-40, Endeavours, Pearsons, etc. Looked at an IP 35, nice interior, but looks like a potentially weak rudder, slow sailing and way too pricy. Not looking to race, would rather have a stronger sea kindly craft able to singlehand it, if needed. So based on the above what would you recommend.