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This reminds me of a story I read back in the 80s in a non-sail boating magazine. Two guys got a fast catamaran sailboat, possibly a Phoenix 18 (long time ago). It's a fun day sailer that could easily hit 20+ knots. So these guys looked at a map of the Caribbean and decided it would be cool to island hop from St Vincent all the way to Anguilla. At 50 miles or so each day, they guessed 3-4 hours between islands, one island a day, sleep on the beach, etc.
They took off with a cooler of beverages and sandwiches. No charts, no radio, no lifejackets, no paddle, not even a compass. They admitted getting a little nervous a couple of times when the wind died down, it was getting dark, and they lost sight of the next island. But they kept going, and luckily made it.
Unfortunately, the magazine wrote it up like a great adventure, rather than the idiocy it was.
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