There is a high in the way so your first decision is which side you want to go.
Above - warmer, wind
usually gets lighter as you go North and mostly E or SE, chance of 1000 miles or more to windward, the last leg is huge with around 4 weeks at sea, maybe stop at Fiji
Below - colder, you sail downwind with the 40's at around 35 - 40S all the way to Chile
, the wind
is stronger and more reliable, check out a few ports
in southern and central Chile
, the North coast of Chile is notorious for light air, the wind up the coast of Chile is mostly S all the way to Galapagos
if you keep well offshore
, maybe stop off at Lima.
Yet again the answer is