First things first
retire, in Florida, buy a your hunter, Isuggest a Cherubini, 75 to 85, why, their built good, and from Florida, Texas, mexico, all of central am, the entire caribbean, bahama's, and south am. are in a 24hour max. sail, step by step, You can spend years visiting all of the islands, in the carib, without the physical, mental traumatic experience, besides you want to enjoy your hard earned retirement, not shorten it, I have a 27 1982, and with some work, she is capable of blue water passage, and you don't want to buy an expensive boat like that, there're too hard to sell if you decide on something else .Ralph, the Caribbean, will keep you thinking positive, it's beautiful, and awaiting You, enjoy.