Subject

I single handed a 30 ft boat all over the lower Great lakes for several
years including a couple of 1 month cruises.

30 ft is about optimum when it comes to a lot of things like handling,
over night dockage, etc.

Find a 30 ft Catalina.

There are lots of them out there.

After the round of depreciation, they tend to hold their value, so when
it comes time to sell, your sailing will not have cost you a lot of
money thru further depreciation.

SFWIW, I'm about as type "A" as they get until I step aboard a boat,
then a transformation takes place.

Sailing and cruising are done in a 5 MPH world, relax and enjoy it.

You want to race, get a horse IMHO.G

Lew