After spending 10 years in Trinidad and Tobago searching for the “modern Caribbean” lifestyle I had always envisioned—one that combined island living with tech-driven convenience—I finally found it in the most unexpected place: Thailand.
In this episode, I take you on a deep dive into how Southern Thailand, with its breathtaking beaches, advanced digital infrastructure, and seamless logistics, delivered the lifestyle I had long been chasing in the Caribbean. I break down the day-to-day experience of living in the Thai islands, the technologies that make life frictionless, and the surprising lessons that CARICOM and Caribbean entrepreneurs can learn from Asia’s playbook.
This is not a vacation story. It’s a blueprint for a new kind of island living—one that’s possible when innovation meets paradise.
Key Takeaways: 1. Island Living Doesn’t Have to Mean Backward SystemsMost of us associate tropical living with slow internet, limited services, and poor infrastructure—but Thailand proves otherwise. From 5G mobile service and QR code payments (even with street vendors) to affordable accommodations and logistics that run like clockwork, Thailand shows what’s possible when islands prioritize digital convenience.
2. Technology Is the Bridge That Makes Integration SeamlessLiving in a non-English-speaking country with a different alphabet could’ve been a massive barrier—but it wasn’t. Thanks to Google Maps, Translate, YouTube, and local super apps like Grab, Gowabi, Lazada, and Moreta Pay, I’ve been able to work, travel, and live stress-free across Thailand’s islands. Technology has removed the friction from daily life.
3. This Should Be the Blueprint for the CaribbeanThe lifestyle I’ve found in Thailand—accessible, affordable, and supported by tech—shouldn’t feel like a fantasy for Caribbean residents. CARICOM nations can take inspiration from Southeast Asia by improving logistics, embracing mobile-first solutions, and building infrastructure that supports both residents and tourists alike. We don’t need to wait for luxury resorts—we need to build smarter systems from the ground up.
Learn more about building your digital presence at KeronRose.com or follow the podcast at Digipreneur.FM the website.
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