If you get a sailboat make sure you get one that actually sails well. There are a lot of boats out there that don't handle well and can't really turn with just the main up.
I grew up sailing and giving sailing lessons. If you are looking for a cat get a Nacra. I actually miss sailing and find myself stopping and watching the sailboats racing on Wednesday at Alumn when I'm out there on my ski.
http://www.multihull.ca/gallery2/main.php?g2_view=core.DownloadItem&g2_itemId=1164&g2_serialNumber=2
Sailing can be both relaxing and exciting depending on the wind. If it wasn't windy, I would not go out on the water.
You listed 4 styles of boats. That's like saying, I'm looking at coupes, hatchbacks, sedans and SUVs.
I will spend my entire summer on the water. But there is always the cost of fuel and maintenance even if nothing breaks.
And for the pervs
http://a5.sphotos.ak.fbcdn.net/hphotos-ak-snc7/418292_10150743401572112_75402982111_11425687_2095484867_n.jpg
http://a3.sphotos.ak.fbcdn.net/hphotos-ak-ash4/430162_10150593638416502_677491501_9479344_1233894470_n.jpg