Sailing Truth Show: The Question I Get Asked MOST OFTEN

Want more info? Check out my book - https://bethecaptain.com/ This is the MOST common question I am asked during paid consultations. And most people don’t buy a bad boat. They buy the wrong boat for the life they’re actually going to live. On this week’s Sailing Truth Show, we’re breaking down one of the most common, and expensive, mistakes in offshore sailing: choosing a boat without first being honest about your intended use. High latitudes. The milk run. Adventure routes like Easter Island or the Kimberleys. Or the slow circumnavigation—finding paradise and staying put for months at a time. Each of those lives demands very different boats, systems, and compromises. Problems start when people ask one boat to do all of them. This isn’t brand bashing, and it’s not about money. It’s about alignment. Bring your questions, your plans, and your dream routes. We’ll talk through where the real mismatches happen—and how to avoid buying the wrong boat for the wrong life.