Vintage 80s Sloppy Joe's Key West Hemingway Cutoff T-Shirt

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  • Regular price $27.95


Vintage 1980s Sloppy Joe’s Key West t-shirt featuring a large black and white portrait of Ernest Hemingway surrounded by ornate “Sloppy Joe’s – Key West” lettering.

Sloppy Joe’s is the historic Key West bar famously associated with Hemingway, who was a regular during his years living in Key West. The Hemingway portrait makes this a particularly recognizable piece of vintage Florida bar and travel memorabilia.

Made in USA on a vintage Hanes 100% cotton tag. Originally a short-sleeve t-shirt that has been heavily customized into a sleeveless cutoff, with the sleeves removed and a large hand-cut V opening through the front collar and upper graphic. Nicely faded black/charcoal color with substantial wear to the white screen print.

Tagged M (38–40) – Fits like S based on measurements. Please refer to measurements below for exact sizing.

Pit to pit: 18”
Length: 23”

AS-IS ITEM – sold as-is with no returns/exchanges; priced based on condition/rarity; laundered but not spot treated.

Heavily distressed vintage condition. Sleeves have been cut off, neckline has been cut into a deep V, and the graphic shows significant cracking and wear. Overall fading and additional wear consistent with age and use as pictured. The alterations are homemade and intentionally raw/unhemmed. Please review all photos carefully for exact condition.

For additional measurements, please shoot us a message.

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