Re: Thinking about upgrading...
$12,000, when considering what you would end up investing in the other boat doesn't sound like much if you think you may need to upgrade it short term.
I'm sitting on that fence right now. Catalina 34 mki vs a Catalina 36 mkii. The latter is twice the boat and nearly twice the price. The 34 would be a great weekender and annual trip cruiser but it seriously lacks storage for longer trips.
The gap closes when I realize I will have a lot of work in the older 34: a/c, autopilot, electronics, sails, lazy jacks ...
My thought is to buy the boat I intend to cruise and begin setting it up now. The other concept is that it's ready to go now.
With the concept that this cheaper over time.
Catalina 36 MKII