Jeff, what sort of sailing lessons
and on what type of boat? Have you given a thought to joining a yacht club and crewing
for people on some larger boats? While I am now the owner of a catamaran
, Harry's question is appropriate - why a cat? Depending upon your budget
, a mono may be a better way to go.
You should also understand that after some sailing lessons you will not be able to arrange a bareboat charter
in the Caribbean without a hired skipper
. Nor would/should you want to. Simply put, I would suggest that you forget about a fixed 3 year plan - it will only add pressure and reduce your chances of success.
Join a yacht club. Crew for others. Take sailing lessons. Arrange a bareboat
charter with some experienced sailors. Consider, in your second season, buying
a small, used cruising boat that is popular in your area and will have good resale value, then get experience sailing, navigating, anchoring
, reefing, bleeding a diesel
, etc., etc. Then you should be in a postion to decide if you want to take the next step.