NAUTICAL NOTES

First-time sailing can feel exciting—and slightly intimidating. The good news is that sailing on Lake Michigan is highly approachable, especially when guided by experienced professionals. Preparation isn’t about technical skill; it’s about mindset, comfort, and knowing what to expect. You Don’t Need Sailing Experience One of the most common misconceptions is that guests need prior knowledge to sail. In reality, first-time sailors are among the most frequent guests. Profession

Chicago’s sailing season is clearly defined, highly anticipated, and deeply influenced by Lake Michigan’s seasonal rhythms. Understanding when to sail—and why certain times are better than others—helps guests choose an experience that aligns with their comfort level, expectations, and goals. Unlike year-round sailing destinations, Chicago’s seasonality creates distinct sailing personalities  throughout the year. Each phase offers its own advantages, from gentle early-season c