re: Do you consider Key West the Caribbean?

No, Key West is in the Straits of Florida which connects the Gulf of Mexico to the Atlantic Ocean.

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Help me settle an argument. A friend of mine believes that Key West is part of the Caribbean.

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There is not an argument that you have at least one dumb friend.

And, as the old people used to say: Show me your friends, I'll show you yourself, dummy.

Key West is absolutely not in the Caribbean.

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You need smarter friends. The Caribbean is south of Cuba. Key West is north of Cuba. The map should resolve the issue for him.

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Yup.

Key West has never been considered "Caribbean". Maybe your dumb arse friend meant to say "tropical"?

Key West is not Caribbean - but it can be confusing because the Bahamas are not Caribbean but they are a member of the Caribbean Community, so are Turks and Caicos

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It is not. But it is the greatest place in America.

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My two favorite places to be in the US are Red Rocks and on a boat in Key West.

That being said, its definitely NOT caribbean

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Yes, or it’s at least closer to islands in the Caribbean than mainland Florida

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That’s not how this works. That’s not how any of this works.

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Help me settle an argument. A friend of mine believes that Key West is part of the Caribbean.

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That's like asking if HIV is part of AIDS.
Whatever the answer, you probably arrived there because you're...... somewhat ghey.

New Orleans is considered by many to be the "northernmost Caribbean city" because of culture. But you can make the case it's because of crime and demographics.

"New Orleans is considered the northernmost Caribbean City. New Orleans greatly resembles the Caribbean. The caribbean fest is held every June in Central City. The celebration features the similarities in food, music, and cultures between the Caribbean and New Orleans."