Other than the Gulf of Aden, we actually enjoyed the Red Sea--eritrea and Sudan-- and you can safely park the
boat in Hurgada marina and see
Egypt by land. IF you can safely convoy thrugh the Gulf of Aden, its a fascinating trip.
If you go the other way, it can get windy around
Madagascar, and you will not want to be out south of Durban when the SW
wind blows against the
current, but the
weather is doable if you take your time and get good forecasts. The long trip up from the Cape to the
Caribbean is a milk run, but if you want to get to
Europe, you will have to do some
work to weather.
We went up the Red Sea because the admiral had already gone the other way once, but if I was going to do it again, I'd go round the Cape just to see more of the world.