My two cents.....
Tom,I have owned both. We traded up from a '98 240 to a '00 260 mainly for comfort (Galley, head, Saloon, wheel steering

). Both boats sail well. The 260 is a little less tender. In my opinion stability comes from two sources, beam and ballast, not necessarilly in that order. The 260 has both more beam AND more ballast than the 240, hence more stability and more of a "big boat feel". As far as towing goes, I was concerned about that as well. As it turns out, I think it is just as easy if not easier, to tow the 260 than the 240. Why? I think the main reason is the trailer. The 240 trailer is a single axle. It has a feature that, when unhitched from the tow vehicle and a certain amout of weight is placed on the stern of the boat (ladder, wherever) and you're not careful, BAM! some portion of the stern of the boat (ladder, rudder, OB,...) hits the pavement. Then, of course, your (whoevers) natural reaction is to jump off or move forward and BAM! the tongue jack has its turn. Once you do this, you learn the lesson BTW. Whereas a tanden trailer doesn't have this feature. You can climb all over the stern while it is unhitched with no problems. My point is that when towing the 240, we were getting yanked/bounced around in the truck (Ford F250 extended cab, long bed, 351 EFI, 4X4, 5sp manual) because of the 240 trailer feature. When we towed the 260, it was comparatively smooth as glass! Granted the 260 weighs more and may slow us down a bit, but for all the comforts mentioned, boat AND towing ride, I vote for the 260.Good luck and good sailing!Toms/v TBD (not named yet)