Welcome to CF MDCurrie and congratulations on your retirement! I suggest you join the Sylvan Lake Sailing Club, which is only a little over an hours drive from Sundre. If you are also interested in cruising, I would echo the suggestion that you sign up for a one week sailing course at a destination
you would like to visit. I believe that ompletion of some are considered sufficient qualifications to allow you to charter
a bare boat.
You haven't said whether you have a spouse and, if so, whether they share this interest. If, as is often the case, they are only luke-warm on the idea, it is important to ensure that they are made to feel a part of the process, but also that the experience is as pleasant for them as possible. In that connection, if you decide to attend a sailing school
, do so at a location that has other attractions and at a time of year when the climate is likely to cooperate.