"The underlying sentiment behind the joke is that people take life too seriously and should do something for themselves that goes against the grain every now and then. It means being able to enjoy having an extra margarita at the swim-up bar, going for thirds at the resort buffet, or talking to that cute person they might not approach at home."
"I put a logo on a hat that I made at a print store in downtown Toronto, and wore it out. I was stopped a bunch of times. Then, later that same week, a buddy of mine at the bar offered me $50 for it right off my head. Right away, I believed this thing had legs. Whoever saw the brand instantly got the joke."
Joey Coffin founded Vacation Darts as a side hustle while working full-time at Yelp, starting with an inside joke about taking life less seriously. The brand concept originated from a hat with a logo he created and wore, which generated immediate interest and sales. After developing the branding, social media presence, and website in June 2024, Vacation Darts began generating revenue in February 2025. Balancing both ventures became increasingly draining, prompting Coffin to commit to full-time work on his brand in January 2026. His success relied on staying true to the brand's authentic message, effectively utilizing social media platforms, and incorporating AI tools to support business growth and operations.
Read at Business Insider
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