WESTSAIL 32 and similar
The original question comes from someone new to sailing, who wants a boat to learn on and coastal cruise, and ultimately if things work out go off-shore. I would hope even passionate defenders of Westsail 32''s would agree they are not the best boat to learn how to sail on, and are awkward as coastal cruisers (watch someone try to dock one in a tight marina).
Consider buying a used coastal cruiser and spend a year or two with it. A popular used boat won''t depreciate much. After that you will be far better equipped to assess whether a Westsail 32 is the right boat for you. Buy a boat for the use at hand rather than a possible future expedition.