SET on a sparkling bay, behind a necklace of sandy barrier islands, the resort town of Sarasota was pioneered in the Roaring Twenties by the immensely wealthy John and Mable Ringling of circus fame. The couple didn’t come to get away from the clowns and freaks; they brought the entire circus with them to pass the winter in warmth and style. To this day, this scrubbed, suntanned and artsy little town offers just enough of a city vibe to sustain great food and a little night life. Plus, the circus still comes down in the winter...

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