Boat Choices: Double-Check
''Doing it right'' does not mean not doing it, it means doing it a step at time. No one in their right mind would expect to buy a jet air liner and take off and ''just do it''. Most rational people would expect to work their way up from simple easy to fly aircraft, learning as they went. It is the same with sailing.
I have been involved with literally dozens of people who share your dream, in most cases it takes a couple years (and not a whole lifetime) to learn what they need to make a reasonable boat sellection and learn to sail it well. Those who have followed some reasonable learning process usually end up out there sooner and stay out there longer.
Besides, even the learning period is a fun part of the process as much of the time is spent out of the water and jawboning with fellow sailors.