For me, the Morgan 33 Out Island. The reasons behind this include:
* Easy to single-hand sail
* Very stable under sail - even in marginal conditions
* Lots of interior living space
* Loads of storage space
* 6'-8" cabin headroom
* Large Vee Berth and Quarter Berth, plus loads of interior seating
* Room for 4 at the dinette table
* relatively shallow draft (3'-11")
* Lots of power (30-HP Universal Atomic-4, or 52-HP Perkins Diesel)
* Large cockpit
* 6'-6" deck to boom clearance (even the taller guys don't usually have to duck!)
* Mast height just 46-feet, allowing passages beneath 50-foot fixed bridge clearances, which there seems to be many of along the east coast
* full keel, great for heaving too, ocean swells and following seas
When I first considered this particular boat, many individuals said it was very slow. I've never found this to be the case, even in winds under 10 knots. The only disadvantage is boats with a full keel just don't seem to back up very well - at least not as easy as a fin keel boat.
Would I want something newer and larger? Nope! Over the years I've found that I can easily handle this boat alone, even in stormy weather. I've tried to single-hand sail some 41 to 45-footers, and I'm just not comfortable with a craft that large. Maybe I just getting old, though.