55 min

158: Prohibition - So You Wanna Be a Rum Runner‪?‬ History That Doesn't Suck

    • History

“You’re Bill McCoy.” “Never heard of him.”

This is the story of a crazy decade-plus when America outlawed booze…but the liquor kept flowing. 

The Prohibition era marks a partial return to the Golden Age of Piracy, with bootleggers frequenting old haunts in the Caribbean, including Nassau, capital of The Bahamas. These sailors are also buying, selling, and drinking copious amounts of—you guessed it—rum. But how does all this booze get from the Bahamas to speakeasies in New York? 

William “Bill” McCoy is a legendary rumrunner, one of the best. He’ll be our captain as we explore Nassau’s offerings, buy from the Bootleg Queen of The Bahamas, Gertrude “Cleo” Lythgoe and set out on a 1923 voyage up “Rum Row” to New York, carefully avoiding the actual pirates and the US Coast Guard. Once we square away a buyer, we’ll take our haul to shore with Maisie Manders and enjoy a few well-earned drinks in Manhattan. All aboard! 

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HTDS is part of the Airwave Media Network. 
Interested in advertising on the History That Doesn't Suck? Email us at advertising@airwavemedia.com

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“You’re Bill McCoy.” “Never heard of him.”

This is the story of a crazy decade-plus when America outlawed booze…but the liquor kept flowing. 

The Prohibition era marks a partial return to the Golden Age of Piracy, with bootleggers frequenting old haunts in the Caribbean, including Nassau, capital of The Bahamas. These sailors are also buying, selling, and drinking copious amounts of—you guessed it—rum. But how does all this booze get from the Bahamas to speakeasies in New York? 

William “Bill” McCoy is a legendary rumrunner, one of the best. He’ll be our captain as we explore Nassau’s offerings, buy from the Bootleg Queen of The Bahamas, Gertrude “Cleo” Lythgoe and set out on a 1923 voyage up “Rum Row” to New York, carefully avoiding the actual pirates and the US Coast Guard. Once we square away a buyer, we’ll take our haul to shore with Maisie Manders and enjoy a few well-earned drinks in Manhattan. All aboard! 

Connect with us on HTDSpodcast.com and

go deep into episode bibliographies and book recommendations


join discussions in our Facebook community


get news and discounts from The HTDS Gazette 

come see a live show


get HTDS merch

or become an HTDS premium member for bonus episodes and other perks.


HTDS is part of the Airwave Media Network. 
Interested in advertising on the History That Doesn't Suck? Email us at advertising@airwavemedia.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

55 min

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