I've been thinking about making the permanent transition from house to liveaboard-sailboat for several years and I have decided to pull the trigger. I'm considering four different boats in my very modest price-range. I'll be living and sailing alone (most of the time). I am a very experienced sailor and It is very important that I have a boat that sails very well. I would like to own a boat that points and goes to windward very well. I'm also looking for a fairly fast boat that is sturdy enough to be safe in the types of seas and winds you encounter offshore when you get caught in a gale as I hope to work up the guts to attempt a circumnavigation some day.
The five boats that I'm considering are these. They appear to be in comparable condition and similarly equipped.
1977 Pearson 39 $29,000
1966 Luders 44 $29,000
1968 Chris-Chraft Comanche 41 $35,000
1978 Bristol 40 $40,000
1965 Cal 40 $55,000
Any opinions would be helpful. I know very little about these boats other than the Pearson. I owned a 75 Pearson 30 and I liked it very much.