Why Most People Quit Sailing Here's the dream: You buy a sailboat, quit your job, and sail off into the sunset. Freedom. Adventure. Living your best life. Here's the reality: Within a few years, that same boat is either sitting unused on a trailer, rotting at an abandoned marina, or—if Proper Sailor
How Much Does a Sailboat Cost? Looking for a sailboat is an exciting time, but also daunting. Most times you will see a listing for $30k and think "great, that's within my budget". But that may be your first mistake. The truth is that buying the boat is approximately only half of Proper Sailor
Do You Need Sailing Lessons? Here's what the sailing schools won't tell you: No, you don't need lessons to learn how to sail. Here's what they also won't tell you: You probably should get them anyway. Let me explain. The Legal Reality In the United Proper Sailor
