Hi jzios,
Ok, in my opinion, a 23 is a pretty small boat to cross. That being said, it can be done and smaller boats have done it as well. You must be diligent about the weather. Spend time online and due your homework. Keep in mind that just a few miles off shore, you will not have any cell reception. And you've got the gulf stream running north at about 4-5 knots.
My suggestion would be to go with two other boats (preferable somebody who has done the trip) and maintain visual site of each other the entire time. Leave early in the morning, so that you have maximum daylight if you need it. Buy or rent an EPIRB (best way to get the Coast Guard's attention). With your size boat, you should look for weather of less than 5 knots and seas less than 1ft and at least 5 foot apart (or more). Marv's weather (
http://www.marvsweather.com/mbw/report_link1.html) is a pretty good resource. Never go with a forecast of ANY wind out of the North. Wind out of the north opposes the current and makes for nasty seas. Create a float plan with time estimations and circulate it to the right people. Wear your life vests the entire time. Finally, don't be tempted - if the weather is not right, don't go. Biscayne Bay and the upper Keys are a wonderful place to waste some time.
And by the way, the day we crossed there was a coast guard bulletin of two jet skis that left the same morning to run from Miami to Bimini. The two jet skis were reported missing about 9:30 am and continued to be reported that way throughout the entire day. The last I heard was around 3 in the afternoon. Should have been a 90 minute trip for them. We had a forecast of waves 1-2 feet and winds 5-10. When we were only about 6 miles from shore and we were in 10-15 winds and seas easily 2-3, with 4s and more mixed in. Would not have wanted to be in a smaller boat that our R31CB.
Finally, double check with your insurance. I called Boat US (Geico) and they had to add Bahamas to my policy. There was no extra charge.
When you get closer to a decision time, let me know. Maybe I'll be one of your two companion boats.
Best,
Bobby