Should you buy a sailboat or rent one? That question weighed on Alberto Villanueva as he took his wife Patricia and daughter Alexandria sailing in a light breeze on the York River. I pointed out the pitfalls of maintenance, annual slip fees and the inconvenience of being tied to one boat. Besides, now you can rent them easily and locally on websites like getmyboat.com, boatbound.com and norfolksailing.com. “Think of it as dating before you get married,” I offered. “I still want a boat,” Alberto replied.