Re: Sailing Singled Handed & No Watch at Achor
Buy yourself a copy of a Gentlemans Guide to Passages South by Bruce Van Sant and really study it.
The sort of places you will anchor will be well away from any shipping lane with the possible exception of the Bahama banks where getting run down by a powerboat running on autopilot from way point to waypoint is a real danger. Anchor to one sid eof the direct line between published points.
The trip you are thinking about has been done many times by single handers BUT there bits that are tough sledding esp. if you do not understand the weather and wait for a good window.