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Unlocking the Florida Keys

Cathy Winston finds unforgettable characters, tall tales and a unique slice of Jewish history beyond the tropical delights

January 21, 2024 18:04
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Southernmost Point market in Key West

ByCathy Winston, Cathy Winston

5 min read

There’s something in the air in Key West. The southernmost point of the continental United States has long attracted those with a more relaxed attitude to life — and in its early days, a more relaxed attitude to the law.

A haven for smugglers, wreckers and rebels, that included the area’s Jewish community, whose 200-year story includes its own share of larger-than-life characters.

“Key West has always been a place apart, with its own unique story,” says Arlo Haskell, author of The Jews of Key West: Smugglers, Cigar Makers and Revolutionaries, which traces Key West’s Jewish history from 1823, when a Navy crackdown on pirates saw West India Squadron member Levi Charles Harby become the area’s first recorded Jewish visitor.

A generation later, the community had grown enough to need Jewish newspapers shipped in to Key West, before the B’nai Zion synagogue was established in the 1880s, helped by sea routes connecting the southern tip of Florida with Jewish settlements in New York, Charleston and Savannah, as well as Cuba and the Caribbean.