Well, that certainly narrows it down, doesn’t it? 
In an earlier thread, I said
That was based on boots on the ground. Technically, I’ve flown over the North Pole, the Great Polar Route.
And a correction - East should have been Bermuda.
North - Repulse Bay, Nunavut
East - Iqaluit, Nunavut
South - Felipe Carillo Puerto, Mexico
West - Gold River, British Columbia
Hahaha, exactly! We were driving back to Phoenix from California and said “Hey, let’s go to Mexico!” and so we did. I don’t think I ever knew its name.
North - Winnipeg
South - San Antonio, Texas
East - Ogunquit, Maine in the US, but London, UK as well.
West - Half Moon Bay, California
Am I the only one who misread the title as NSFW and wondered what “cardinal direction” was a euphemism for?
In any case:
North: Armstrong BC or Jasper AB or Edmonton, whichever is furthest up there.
East: Toronto or Hamilton or Niagra Falls, whichever is furthest east.
South: Seattle or perhaps a little further south. There were some impressive ship locks there. No idea where it was other than in Washington state.
West: Tofino BC.
North: Lerwick, Shetland.
South: Ghana
East: Brunei
West: Cornwall or Ghana.
But Ghana is pretty much the closest you can get on land to (0,0).
North: Sioux Narrows ON
South: Orlando FL
East: Boston Lighthouse MA
West: San Francisco airport CA
North: Amsterdam
South: Mount Suswa, Kenya
East: Nairobi
West: Oregon Coast (due west of Portland)
North: On a boat in the Sonjafjord, Norway
South and East: Sydney, Australia
West: Maui, Hawaii
N: Amsterdam
S: Martinique
E: Vienna
W: Oahu, Hawaii
North: Juneau, Alaska
South: Stewart Island, New Zealand
East: Jabalpur, India
West: Perth, Australia
North – Arctic Ocean – James Bay (canoeing)
East – Atlantic Ocean – Halifax (visiting family)
West – Pacific Ocean – San Francisco (tourism)
South – Ciudad Juárez , Mexico – (tourism – back when it was OK to walk about there)
Just remembered we took the Inside Passage cruise in Alaska a few years ago, so my revised answers:
N: Skagway, Alaska
S: Bahamas
E: Paris, France
W: Just west of Kauai, Hawaii, on a cruise
You’re all amateurs at the EW thing. I’ve actually circumscribed the Sun (292 million miles, give or take stops for gas) more than 40 times!
Gotcha beat: I’m going on 70 times!
South- Orlando Florida
North- Niagara Falls NY
East- Virginia Beach, VA
West- About an hour west of St. Louis MO
North: Little Langdale, Lake District, England (54° 25’ N)
South: St. Petersburg, Florida, USA (27° 46’ N)
An honorary mention goes to Puerto Rico, Gran Canaria, Spain, which according to Wikipedia’s co-ordinates is only 51 seconds of latitude (approx. 5150 feet) further North!
East: Paphos, Cyprus (32° 25’ E)
West: St. Petersburg, Florida, USA (82° 38’ W)
North: Orkney Islands; Kirkwall for sure, some ancient village that I can’t remember now which may or may not have been further north.
South: Singapore City
East: Changi Beach, Singapore
West: Soufriere, St Lucia
Hee. Toronto’s south of Minneapolis. (Not by much, to be sure, but it’s still south.) I used to work for a company here that had a branch outside Toronto, and we’d ask them how the weather was down south.