The Rise of Self-Employment in Key West-Key Largo, Florida

The Key West-Key Largo area in Florida has emerged as one of the most dynamic hubs of self-employment in the United States. A recent study by iPostal1, based on the latest U.S. Census Bureau data, shows that this region ranks third nationwide for the highest percentage of self-employed workers, with 9.4% of its workforce running their own incorporated businesses. This accounts for 3,915 self-employed individuals out of 41,647 workers, highlighting the entrepreneurial spirit of the residents in this popular tourist region of southern Florida.
Florida dominates the self-employment rankings, with eight metropolitan and micropolitan areas among the top 20 nationwide. This trend indicates that the state’s tourism-driven economy provides ample opportunities for those seeking independent work. In particular, Key West and Key Largo are attractive destinations for entrepreneurs who want to balance their own business ventures with the quality of life offered by the islands and surrounding areas.
Rifle, Colorado, holds the top spot with an 11.1% self-employment rate, followed by Hailey, Idaho, at 9.5%. Key West-Key Largo comes in third, surpassing areas like Nantucket, Massachusetts (9.2%) and Naples-Marco Island, Florida (9.1%). A clear pattern emerges: many of these top-ranking locations are scenic, tourism-driven communities that attract residents with entrepreneurial ambitions who prefer living where they want, rather than in traditional business hubs.
The study also highlights the variety of sectors supporting self-employment in Key West-Key Largo. From restaurants and hospitality businesses to specialized retail and creative services, local entrepreneurs find a thriving ecosystem for growth. Moreover, the rise of remote work and the gig economy post-pandemic has further encouraged more individuals to start their own businesses, leveraging the region’s connectivity and tourist infrastructure.
Jeff Milgram, CEO of iPostal1, noted: “Scenic coastal and mountain communities show significantly higher rates of self-employment. These areas provide opportunities in tourism and services and allow entrepreneurs to live where they want, not just in traditional business centers.”
In conclusion, Key West-Key Largo is not only a renowned tourist destination but also an emerging hub for self-employed professionals and entrepreneurs looking to combine their own businesses with a unique lifestyle in southern Florida.