We use the Sirius satellite weather as well as Chris Parker and anything else we can find. Sherry has become quite good at analyzing it all and deciding what we should do.
I'm very lucky I don't have the reluctant Admiral issue some have. There are lots of other ways to do it. The real issue is crossing the Gulf Stream, once you are on the banks it is not too bad. Some guys cross over with a friend and their wife flies over later to join the boat. There is even a high speed ferry from Florida. If you have the time to wait the crossing can be quite benign. As the summer comes on the fronts get further apart and the weather improves. If I lived in Florida I would go in mid-May to mid-July. I talked to a number of FL sailors that felt this was the best time to go.
There can be issues with bad weather, heat, bugs, anchors etc. a lot depends on the time of year and where you are sailing. The Bahamas is a huge area, something like 5000 sq miles. This is my second Bahamas cruise and have never had to put the screens on the hatches or ports. They both took place between Feb and May, as far south as Georgetown and north to the Abaco's.
We have a dog, he needs to go ashore. If the weather is bad we take a slip if we can. It is much easier to get him back and forth.
When we got to Marsh Harbour this year we got a slip as our base, if the weather is good you sail if it is bad you can run back to the slip. We did not have to haul any water and could keep the salt off the boat, and lots of hot showers. The cost was quite reasonable.
I know a lot of cruisers like to tell you how long they have gone without going into a slip and how much money they saved. I don't think it is worth it. I don't have anything to prove. When I was young I slept in a tent, got wet, eaten by bug etc. I'm not young any more, I want to enjoy the years I have left

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There are places where it isn't possible to get a slip. Careful weather planning and anchorage selection will minimize the chances of a bad night. If you are lucky enough to get an experienced buddy boat you can learn a lot as we did.
Good luck, hope you get over there, Bob