Recently joined your fourm, seems to be a lot of fun. I have a 25' O'day,
My we are stepping up in a very big way. Have you dated other boats? You can find a lot of great information here and i hope you can find what you really need.
By the numbers a a late 1980's boat
in a 50 ft @ $11000.00 is going to cost that much more to get really ready and happy. The price
of getting aboat up to ready from a 25 ft ODay is way more than you are ready for. If you need to get a boat
and start a trip it's not going to happen in under 2 years given I've never seen the boat.
Having gone from a 33 ft boat to a 36 ft boat I can tell you you are in need of a serious check book. I would order a new box of checks before you buy it.
Rather than going to a huge boat you'll do BEST with the "smallest big boat" you can afford.