Request for information..

Assume boat is ready, crew is competent and prepared. ( I say this to
focus on the items listed below)

Plan is a 1 year passage from Florida into the Caribbean (Windward
Islands)
Is anyone aware of good references on passage planning for such a
trip?
Perhaps there are some good books/sites of cruising logs of such a
voyage….
Currents, weather windows, customs issues, etc?