Miami to Antigua
The best reference for you to use is Bruce VanSant''s _Passages South_. It''s been a bible of sorts for folks trying to get S & E against the prevailing winds, wind-driven current and seas for over two decades, and Bruce discusses weather & obtaining weather f''casts, offers waypoints for common stops along the way, how to get things ashore and much more.
However, he only discusses the island-hopping route, not an offshore approach to reaching the E Caribbean.
Note in particular his comments about making it to Antigua once you arrive in the E Caribbean; getting there often entails sailing south and past it, then coming back to it; it''s often a tough slog to go direct e.g. from St. Martin.