Oyster 55, Hylas 54, or an older Kanter aluminum. Cost a little more, but just
amortize it over a longer time in the S Pacific or Med. Definitely used - let
someone else work out the bugs and take the initial depreciation hit.

You have 250K for a boat, for live aboard, day sailing and several long
cruises
each summer or year-round. You want a boat that performs, doesn't suffer from
silly design trends and is easy to care for. You also want a boat that can be
sold without a crushing loss...because every boat is a stepping stone...and
then you're dead.
New or used, what would you buy? You don't have to spend the whole 250K.

RB