we sailed down the coast of the
USA - not sure of your
mast height - we did on shore and off shore - to
Miami and then jump across and take your time through the Bahamas before heading on down - we did not do this route - we went west to the western carib first then came back across and did the south coast of the DR and loved it - good sailing and good stops along the way - but that means working your way down through the windward then east
you got time to plan so time to look at all your options