Also owned both...
the Hunter 23 with a fixed wing keel and currently own a Hunter 240. The scream factor is higher with the 240, ie, I get many more screams out of my daughters with the 240 than I did with the 23. The 23 was much slower to heel - its that initial fast heeling effect the 240 has that gets the kids white knuckling the rails or jumping down below, but I've showed them many times that it stops heeling very soon after and just starts moving out. My wife and I are very comfortable with the heeling characteristics of the 240John had some real good points. The 240 is a good inland lake boat if you know when to reef and/or how to depower in consistent heavy winds. I have no idea how it would react in heavy wind with ocean waves to boot, but I personally wouldn't want the 240 if I was a coastal sailor, esp with the kids as their enjoyment and feeling of safety is important too. I'd up the size to 260 or higher in this case.When its moderate and puffy as it usually is here in N Texas, you just have to work into the puffs slowly as they first hit the boat to avoid getting knocked over too hard, then power into the tail end of the puff. I did a bit of reefed sailing this weekend, and had very little trouble beating into heavy weather with both main and jib reefed. But, even reefed in, the puffs would still heel it over, just not as sustained.When its light to moderate, the 240 is a real casual ride - great light air boat. I have found it to be sensitive to imbalances in loading - if we are motoring or anchored and too many gang up on 1 side, it will heel noticeably to that side - an annoyance more than anything else.I have never felt not safe on our boat either. I've had to motor thru and anchor out a few storms and had no trouble with waves or leaking. Usually when it starts to look bad I find a protected cove and ride it out. This weekend we were on a sleepover and saw a storm approaching that looked like it would give an anchor some trouble, so we headed to a known sandy beach in a cove, backed the stern into the beach until the keel was in the sand, tied it off with 3 lines to some trees on the shore so that the bow was into the wind, got inside and held on. It was blowing a constant 20 knots with extended gale gusts for a good hour and the sound effects from the whistling and the tree limbs cracking in the woods was a bit scary, but the boat stayed water tight and just rocked around in the waves a bit. By the way, this is my standard beaching method (backing in). I've found a few sandy spots that I always use. Get the keel up, put it in reverse until you get some speed, kill the engine and lift the rudder and coast onto the beach - its usually a step off the open transom onto dry sand, if the slope is at least 10 degrees.Sometimes I wish I had it in a slip but I've do a lot of tinkering with the boat and this is a plus when you have it close to all your tools at home. I like being able to check out the different lakes also - its like having an RV that you can sail, swim and fish off of. I feared trailering distances and mast stepping the h23 - I felt the trailor was under rated, the WB is less weight to haul around, and comes with an excellent gin pole stepping system with support struts - I can single handed setup, launch, sail, dock, etc the WB with very little trouble. People give me a weird sanity questioning look and comments when they see just me and my 8 year old handling this thing around the dock, but its really very casual.I'd go for it, learn the boat, add the trick gadgets that make setting up/tearing down, sailing, and motoring easier/faster, and enjoy your WB boat.Brian