Welcome! My wife and I started moving forward with our similar plan about 2 years ago. We have taken
ASA courses up to 108 in various places around the world, bought into a Sailtime
boat for one season in Boston so that we could sail on a regular basis, and now have a
boat on order to be delivered in the fall. After the 2 years we are more committed now than ever before. I believe that the courses (spread out at about 2 month increments),
buying into the sailtime, sailing on friends boats as much as possible, having subscriptions to all the sailing magazines, attending as many boat shows as possible, joining the blogs, and reading
books about sailing kept us motivated and increased our desire. Good luck with your new adventure!