Island Dreams Begin: Scouting Caribbean Properties in Grenada (Part 1)

In Episode 41 of Never Stop Dreaming Biggie, I'm joined by Brian (the Director of No Fun) as we take you with us to Grenada for the most exciting adventure yet - scouting properties for The Homestead Hideaway! This isn't your typical vacation episode. We're recording beachside with crashing waves and sailboats behind us while sharing the raw, real behind-the-scenes of what it takes to expand your business internationally. If you've ever dreamed of taking your business global, building a retreat space, or simply making a massive faith-led leap - this two-part series is for you.We walk you through three property tours with our amazing realtor Lucille from Century 21 Grenada (a future Brighter Side Society member!), share our near-miss car accident on narrow mountain roads, and reveal THE property that has us seriously considering making Grenada our home. You'll hear about meetings with government officials and attorneys, the reality of Caribbean tourism concerns due to Venezuela's proximity, and why we're committed to building with local contractors and community members. Plus, we're giving you the honest truth about costs, location factors, and what we're really looking for in our dream property.This is Part 1 of our Caribbean journey. We're comparing Grenada against St. Vincent and Bequia to find the perfect location for The Homestead Hideaway - our bar and retreat center launching in 2028. Whether you're thinking about international expansion, considering a major pivot, or just want to see what happens when you stop playing small and start building your biggest dreams, this episode shows you the practical steps, the scary moments, and the absolute faith required to make it happen. Part 2 drops next week with our Bequia visit and the BIG decision!Key Takeaways:International business expansion requires in-person scouting - virtual tours aren't enoughBuild relationships with local entrepreneurs and community leaders from day oneLocation matters: accessibility, tourism traffic, sailboat presence, and neighborhood developmentThree-year timelines keep major projects realistic and achievableConsider political and economic factors affecting regional tourism (like Venezuela proximity)Up-and-coming areas offer better value and growth potentialProperty must check multiple boxes: right amount of land, manageable slope, great locationConnect with locals and understand the community before committingTrust your vision but stay flexible - not every property will be perfectFaith and business work together when you surrender the outcome to God's planDocument your journey - your process inspires others to dream biggerMeeting potential neighbors shows you what's possible on similar landFactor in real costs: drinks, groceries, living expenses are often less than the USSafety and driving challenges are real (left-side driving is no joke!)Part 2 coming next week: St. Vincent, Bequia exploration, and our final decisionConnect with Us:🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More:🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society