[ftldiver]

The Hake's are probably what I would look at if you want to launch on a ramp. the Clipper Marine's (from what I see and read), are also big 'trailerable' boats.

but I think the length and grade of the drop off should be investigated very carefully! I know in Florida there is often a 'stop' or cement block to stop trailers from rolling off the end. (not to mention the depth of water you'll need to float it.) -how stable is your lake level... lots of midwestern sailors got landlocked last few years... (drought)

if there are travel lifts in your area, and you only launch once a season, then you can look at fins keels, and if it costs you a day to setup and pull out, its worth it.

I own a 1988 macgregor 26, water ballast. cabin is biggest in its size, but probably not big enough for your clan, IMHO. But I will say is a big little boat, and sails well. (not the power-sailor type).
(I have Californian king size berth in stern.. but V berth is tight! -good for kids, not so much for larger teens.)

What macgregor does very well is the launch and retrieve systems. I pull into a ramp staging area, where cat22-25, precisions, etc... and I faster to splash the boat.

The newer macgregors (powersailors, X and latest M), have bigger cabins w/ standing head room, but they don't sail very well... but that may not be an issue. (if I were do to the great loop, the X or M would be on my list of candidates.)

The hunter 260 is also a WB boat, and pretty big cabin. and very nice... definitely worth a look, but I've heard they are a little too wide, and can get hit with tickets... if the police target them.

*I heard a rumor hunter is going to stop building their WB versions... not sure the reason... ??? anyone ???