I like debate and feel I learn bits and nuggets from it even if sometimes I often end up more confused than when I started. So, here goes another one for you.
I am not ready to buy my "big" boat yet. I am researching and learning to sail now and plan to buy in 2 or 3 years. Lets say I want a 34ish foot boat to sail the ICW, Bahamas and the Caribbean. I can buy a 2 year old Catalina 34' for $120,000-$140,000 Or I can buy 25-30 year old Tartan 34 for under $30,000 (lets assume in average to good condition for it's age, original engine, sails 10 years old etc etc). Which do you believe will cost me more if I keep my boat for 25 years? I love the looks of the older boats, but lets talk financial costs only. I will pay cash do don't figure in interest.
Just another hypothetical question for discussion

If I hang around here, you'll find I like these.