As you've no doubt gathered, there's no such thing as one-size-fits-all
advice, but you can mesh what works for others with your strengths, needs, and interests.
Most people learn best from different kinds of sources and experiences, and some of the seemingly contradictory
advice is okay when you look at it this way; it's possible to combine the book
learning,
crewing for other people, formal lessons, and messing around on your own little
boat.
Many states have basic
boating safety education
classes that are very inexpensive or sometimes even free.
Some
parts of the world have community sailing programs and sailing clubs or co-ops that help bring the cost of sailing down. Some chandleries,
boat yards, boat shows, etc.
sponsor specialized seminars that can be very worthwhile -- stuff like how to take care of an
engine or use
radar or
anchor or whatever.
Noonsite and Lat 38/Lats & Atts are examples of good websites to
fuel cruising dreams.
Besides the idea of
living aboard, what sort of sailing would you like to do on your future
catamaran? Are there particular aspects of sailing that are especially attractive?