Dan,
You're looking at all worthy, beautiful boats and to a degree, they all differ with their design philosophy. If you simply look at
maintenance, the Cherubini will keep you quite busy with brightwork but she's a thing of beauty. The Valiant will have the least above
deck maintenance with the Little Harbor in the middle. Sailing abilities, they should all have a good turn of speed with the Valiant probably the slower, but should handle rough seas quite nicely. The Cherubini is much more narrow in the beam so, the livability may not be quite as roomy and will feel more
tender. If it were up to me, I would go for the Little Harbor. I have always loved the lines and to me, it balances the aesthetics with a livable,
seaworthy vessel that you would proud to own. She's got great tankage (330gal water/175gal fuel). decent D/L ratio, SA ratio etc...don't be afraid of the centerboard!
That would be my two cents..........
Tom
P.S.
Don't say "Last Vessel"...........one never knows!