SLO-BOB... the reason I said cats were suddenly of interest was Kach22's comment about the book "Two Girls, Two Catamarans - by James Wharram"
But in honesty, sailing has been something that I have been thinking about since last summer. The biggest things holding me back are (a) cost of leaving it in a slip vs. PITA of trailering, setup, etc and (b) I have owned a boat in the past and it got very little regular use and therefore became a money pit every time I touched it.
While pictures like this make me want a fast little cat, part of me thinks that something like this would be more practical for me and my wife.
Can you safely sail a 20 footer to the Bahamas??
(I guess you can equate that to "Can you fly a 172 to the Bahamas?" You can, but... would you really want to?)