Key West treats sunset as a civic event: Mallory Square fills nightly with jugglers, conch-shell hornists and a crowd that applauds when the sun hits the Gulf of Mexico. It's the least private proposal spot on this list and easily the most fun. For a quieter angle, book the sunset sail on a schooner out of the historic seaport — champagne included, tightrope walkers optional. March and April bring the clearest skies of the year.
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