Before 1959, in pre-Castro Havana, Cuba, the preeminent nightclub was the Tropicana. During the regime of Fulgencio Batista, Cuba was resplendent with nightclubs and gambling casinos catering to [mostly] the North American tourists; which brought it the title of the Monte Carlo of the Americas. Although Cuba (and the world as a whole) has changed vastly over the decades, the hand-lettered logo of the Tropicana Night Club has survived, and has been reproduced as a complete digital font called Tropicano JNL (a slight twist to the club's name). At first the font seems to be awkward, crude and amateurish, but in taking a second look, there's a playful charm to it. Additionally, this font can double as a "spooky" font for the Halloween season, monster parties and in other similar themes.

Inspired by logotype of the Paris Resort and Casino in Las Vegas comes the Paradiso typeface, complete with an unusual array of leaning and unusually large capitals versus a petite lowercase that have a loosely drawn feel. Definitely a typeface with capitals to be used in moderation!

An inky script font written by a madman from the cabin deep in the forest. Moonshine Script has a regular set of uppercase and lowercase script letters but also condensed capital letters that you can access by switching SmallCaps on and writing with CAPS.