Go for it!! with some sense of course
I cruised the abaco part of the Bahamas last summer on a 32' boat and had a blast! Summer time crossing of the gulf stream is usually an easier trip to make because a north wind (usually winter) is what typically makes the gulf stream treacherous. I would not, however, recommend going to Nassau if you want to do a "get away from it all" cruise. Nassau and Freeport are two spots that offer a lot of ammenities, but they are also about the only two places in the Bahamas I would tell you to lock you dinghy to the dinghy dock and to be careful. Buy a cruising guide book, Steve Dodge's Cruising Guide to the Abacos is good, and read the Gulf Stream crossing sections. They will make the crossing sound very dangerous at times, which it can be, but also will give you good advice. They were dozens of American sailboats in the 27-32' range over there in the summer, and the key is going across in good weather. I tried to cross 2 years ago on a 26' sailboat with a 9.9 Johnson outboard. Unfortunately, we had a limited time frame in which it would have been prtaical to go, and just never got the weather. We headed out of Ft. Lauderdale one night the weather seemed like it might cooperate more than it had been, but before we got 5 miles off shore we decided to turn back. To give you some reference, a forty two foot sailboat that left when we did continued on. We weren't in danger at the time, but it was, and would have been a really rough uncomfortable crossing. And were cruising for fun, the trip from NC to FL was enough. I would say buy a book, talk to people that have gone, and if you have fairly calm seas and southerly winds, go for it. Crossing from Ft. Lauderdale or Miami lets you use the stream for speed, and can actually take less time than crossing from Lake Worth, which is less distance, but you have to fight the gulf stream in a sailboat. Good Luck!