Personally, I think this question is a little less interesting if you’re more well-traveled. Especially since east and west are essentially meaningless at that point.
The only reason I responded is because my observations are all from North America.
Southernmost would be on the same ship, at the Bay of Whales, southernmost sailable point on Earth. Got a few species there but I guess the most iconic is the Emperor Penguin. On one occasion we could see a bunch of juveniles molting on a small iceberg together with some Adélie Penguins : https://www.inaturalist.org/observations/147809606
East and West are tricky, I’m going to play it with the longitude closest to 180.
Definitely motivation to hunt up and add older obs to iNat.
North - Greece chickory (not sure if I could find pictures from John O’Groats)
South - Cape Point, next stop Antarctica. But I can add Cape Agulhas.
East - Mauritius - blue string of stars - choosing wild over horticulture.
West - for now disappointingly only to Langebaan West Coast National Park. But I could add London at least.
Circling my Africa