It is doable, if you pick your weather. But that's a problem when you are trying to organize a multi-boat crossing. It is hard to just set a date and say you're going to go for it on that date. You may end up having to postpone for days or even weeks. Your group of participants would have to be people who are very flexible with their disposable time and who are all able to wait for the right window of opportunity -- sort of like the crew of Playstation gets put on standby to wait for the most favorable winds to set a new record, and then they have to be ready to go at a moment's notice.

The prevailing winds (the tradewinds) are east/southeast at 10-15. The wind speed is good; the wind direction is not, when you are trying to go east. You would have to tack all the way across the Gulf Stream, and also compensate for the current, which is taking you north. It is about 45 miles from Miami to Bimini, but it is a heck of a lot farther if you have to tack all the way.

Rick already explained the potential problems when the wind is out of the south or west. And, of course, it is totally impossible when the wind is out of any of the northern quadrants.

In addition to worrying about the wind switching around to the north, you also have to worry about being becalmed out in the middle of the Gulf Stream. This has happened several times to the big multihulls doing their annual race across the Stream. So the ideal thing is to have a little outboard motor mounted on your boat so you can at least try to avoid being run over by a freighter.

The big charter boats (like Rick used to operate) all do the Gulf Stream crossing to the Bahamas at night, leaving the mainland about midnight. This is so that they can arrive at the Bahamas in the morning, in daylight, so they can see to get through the few and precarious, rocky openings.

I would think beach cats would want to do a daytime crossing; and, therefore, in most conditions they probably will not make it across until dark. So you could be stuck on the outside all night waiting until daybreak in order to get "in." It's not like you can drop an anchor there on the outside, because the water is very deep right up to the edge of the Bahama Bank. No beaches, just very nasty rocks. So you are just going to have to keep sailing around all night until daylight -- or take a chance on shooting through one of the openings, which might be tough if the wind is on the nose.

And then, of course, you have to immediately go to Customs and check in before you can go any deeper into the Bahamas. There is a Customs station at Bimini and another at Cat Cay. I'm sure there must be one on Grand Bahama Island, too. I'm also sure they are not open at night, so you would have to wait until they open before you can check in and then continue your trip.

Best possible scenario would be to get a fast reach over with a south wind preceding a slow-moving cold front. Stay in the Bahamas until the front has passed, and then get a downwind ride back to the mainland on the easterly tradewinds.