Hey David,
I don't own my own boat, so I sail on anything that I someone will let me board. I am a member of the Milwaukee Sailing Center which is where I do most of my sailing. They have a nice fleet of Pearson Ensigns that are fun to sail with others who aren't sailors, but I most enjoy sailing the J/24's at the center. Occasionally I'll take out one of the Solings as they are fast and fun, but not very comfortable for too long. A friend of mine from work has a Hunter 27 that I did most of my distance sailing on this year. This year I also got to get out and try a Catalina 30 and a Merit 25. Love them all so far
That Catalina 30 has been my favorite in terms of comfort and pleasure sailing.
How about you David?