Andrew,
Check for a depression under the mast step. The 26 rig is slightly forward of the compression post and I found a few of the 26's I looked at show a big dip under the mast step in the cabin. The rig on the 25 is directly over the post. They changed the rig slightly forward on the 26, I believe the boom is a different length also. They did this to correct(better) the helm balance.
I've had mine for 3 years and really like it. I sailed a Precision 18, 23 and a bunch of daysailers before the 26 but the Precision line (keel/centerboard) is much like the 26.
Some differences you find from the Catalina 22 to the 26: The freeboard is very high on the 26 which gives you the room in the cabin, it can blow you around in a marina a bit compared to the Catalina, I noticed a difference from the P23 to the 26. At just 3 more feet, the 26 is twice the weight. You'll find it slower to take off when motoring and it will continue to move much more than the Catalina when you take it out of gear for docking, something you'll get used to.
I have a 15 hp longshaft on mine but I don't need much more over half throttle when motoring, although I do run it full at times to keep it clean. The 15 came with the boat, it's a 2 stoke and very well maintained so it's not something I'll replace, the weight is probably the same as a 4 stroke 9.9. I think the 9 will do just fine for you.
Bottom line: great boat, big enough for some coastal cruising yet somewhat trailerable. As for the trailering, personally I wouldn't "daysail" this boat. I leave it in a marina for a few months at a time during the season, try some different locations, then put it on the trailer during the off season. I also have a DS1 that I use for local daysailing, great combination.