Meaning
Someone who puts on the airs of a worldly, well-travelled person but has never actually been anywhere — a pretender to sophistication who talks big about 'foreign' while never leaving dry land. The 'dry-land tourist' name-drops far-off places and apes the manners of the returnee without ever having boarded a plane, and the phrase is a sharp, mocking put-down of pretension and false experience, cutting down anyone who claims a worldliness they have not earned.
Examples
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Him a chat bout New York like him live deh, but a pure dry-land tourist.
He talks about New York like he lived there, but he's never left the island.
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Nuh mind she big talk — she a dry-land tourist.
Don't mind her big talk — she's all show and no travel.
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Dry-land tourist always know bout every place dem never visit.
The armchair traveller always knows about every place they've never been.
Origin
A wry coinage: a 'tourist' who never leaves 'dry land' (never travels abroad or even to sea) yet affects the worldliness of one who has — mocking pretension to sophistication.
How it’s used
A mocking term for someone who pretends to worldly experience they don't have.