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Key West's Best Painter

James Kershaw 

Captain of the Pirate Painters

Greetings, fellow lovers of vibrant colors and the Florida Keys! I'm James Kershaw, the proud owner of Pirate Painting. Since setting sail to the Keys in 1965, I've been enchanted by its beauty, its community, and the stories etched in every corner of our beloved islands. In 2010, I channeled this passion into Pirate Painting. Beyond the brushes and ladders, what truly drives me is the joy of connecting with you, our valued clients. I'm always just a phone call away, eager to chat, share tales, or discuss how we can bring your vision to life. After all, nothing beats a friendly conversation and the shared dream of making our spaces as captivating as the Keys themselves! Looking forward to many colorful conversations with you!

James Kershaw Pirate Painting.png


5624 3rd ave Key West fl 33040


(305) 771-1803

Opening Hours

Mon - Fri

8:00 am – 8:00 pm


9:00 am – 7:00 pm


9:00 am – 9:00 pm

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