You don't say anything about experience or whether you are talking sail or power boat
. Assuming little or no experience and that you are thinking about cruising on a sailboat:
to sail, even including navigation
and basic boat maintenance
, is easy. Anyone with time and determination can become reasonably competent in a matter of weeks; and you do not need to own a boat to do this.
2. Cruising, however, is mostly not about sailing. I recommend the backwards approach. If you can afford it (and it is expensive), do a crewed charter
in the BVIs. Or, find some other way to live on and sail a boat for a week. If the goal is cruising, there's no point in boat shopping
to sail until you are sure that you will enjoy living on a boat.