25 or 27?
I was looking for a Catalina 27 when I happened upon a Cat 25 fin keel at an unbelieveable price so I bought it. True, the 27 has standing headroom and is beamier, shower...etc, but the 25 fit my needs better. Most of my sailing(95%) is daysailing singlehanded with an occasional overnight and maybe a weeklong cruise thrown in so the 25 fits my needs. Additionally, since boat speed is somewhat dependant on LWL(longer equals faster), the 25 is technically a faster boat than the 27 since it's LWL is greater than the 27 and if you find a 25 tall rig it utilizes the same mast as the 27. Also, most 25's are outboard driven, whereas the 27's mostly have an older gasoline inboard which I've heard is something to be careful of. Each of the boats have their good and bad points, it just depends on what you need your boat to do and how much money you want to spend.