The Jocular Pugilists

It’s the Destination, Not the Journey: Key West Adventures

The Jocular Pugilists Season 8 Episode 2

Key West: a paradise of turquoise waters, six-toed cats, and… an endless stream of amateur musicians? In this episode, we dive into the island’s unexpected mix of beauty, history, and sheer weirdness. From Hemingway’s home to Truman’s retreat, from treasure-hunting legends to overpriced Cuban sandwiches serenaded by a pirate-ship captain, we saw it all. We’ll share the best (and worst) of our trip, tips for avoiding tourist traps, and a few hard-earned lessons—like why you should always check for hotel specials and never, ever eat breakfast near a live keyboard player. So grab a drink, find some shade, and join us for this offbeat adventure through the Conch Republic.

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