I'm fairly certain that I'll be able to sail the sound for a long time before seeing everything.
I'd like my first boat to be my only boat, meaning blue water capable.
Right now, I'd settle for anything reliable enough just to get me started.
One of these sentences is not like the others.
The first and third thoughts go together and the second
You should not expect your first boat to be your last,
and it does not need to be what some would classify as
Blue Water capable. Just about any modern fiberglass
production boat is capable of a circumnavigation if well
prepared and sailed intelligently.
It is a more sensible approach to have your first boat
be a stepping stone to your ultimate goal.
Gain experience on a boat with simpler systems,
that sails well, is responsive, and that you can
Many of the boats that are touted as Blue Water cruisers
are expensive, filled with elaborate systems, and are built
to archaic design philosophies.
They are often relatively poor performers under sail and
difficult to handle in close quarters maneuvering.