Sign up for our daily newsletterEmail addressSign upI would like to subscribe to The Points Guy newsletters and special email promotions. The Points Guy will not share or sell your email. See privacy policy.There’s no denying the allure of Cuba; long before Ernest Hemingway, travelers made their way to the Caribbean island for fun and exploration. Before Havana became frozen in time — and during the height of Prohibition — tourism was booming.In 1927, Pan American Airways made its first trip to Cuba from Key West, delivering mail no less, and soon began regular service for passengers. In this throwback photo from 1927, we see a Pan Am Ford Trimotor plane — one of 199 that were made — readied for a trip to Havana from Miami. The Tin Goose, as it was nicknamed, could carry up to 10 passengers at a time, and sadly only a few remain today.Image by Underwood Archives/Getty Images.
