First-time nerves are totally normal. I overthought everything too, from routes to provisioning. What finally helped was focusing on clear, structured info instead of random forum comments. I spent a lot of time on https://12knots.com/en/yacht-charter/destinations/caribbean/ because it explains destinations in detail and shows what a realistic sailing week looks like. It helped me understand daily distances, weather patterns, and where beginners usually feel comfortable. Once you see the full picture, planning feels way more manageable and less scary.