It’s no coincidence that prolific travel writer, editor and author Robert Curley’s nickname is “Caribbean Bob”—he recently published 100 Things to do in the Caribbean Before You Die. From the tasty Ruta del Lechon in the mountains of Puerto Rico that takes you on an exploration of the best roast pork on the planet (we might be a bit biased) to the best place to swim with whale sharks in Mexico to “taking a no-tan-lines plunge off the Willy T in the BVI.”