Crossing Lake Michigan – an Epic Adventure: The Whole Story

The Chicago skyline seen from Lake Michigan in the background, with a sailboat in the foreground

The journey across Lake Michigan, from Chicago to New Buffalo and back, was a beautiful and eventful adventure. But a whole lot happened! The trip involved sailing, motoring, a famous freighter ship, and unexpectedly running aground with family on board! However, through the kindness of strangers and maritime miracles, we overcame the challenges. The joy of reaching the finish line after the long passage was totally worth it!

Embracing, Then Abandoning, Old-Fashioned Navigation Methods

A beautiful sunrise over a marina, with ducks floating in the water that reflects the light

Kent shares his meticulous planning for our first Lake Michigan crossing. Despite detailed map plotting and weather monitoring, unexpected calm winds disrupted our journey! Forced to adapt, we resorted to using the "iron sail" on the first leg of or trip. This experience serves as a humbling reminder of nature's unpredictability and the need to remain adaptable while sailing.

Check Sail on Red Sky: Electric Winch, Reefing, Bow Thrusters, and Double Rudders

The mainsail hoisted high on the mast of a sailboat

The 2024 season's "check sail" with SailTime Chicago marked another new beginning for us, with a new boat, Red Sky, which was quite a bit different than our previous boat, Sister Sail. We familiarized ourselves with the traditional mainsail, electric winch, reefing process, bow thrusters, and double rudders. Although challenging, the sail was a success, and we look forward to more outings on Lake Michigan!

12* Ways We Get Into Sailing Without Owning a Sailboat

If you’d have asked me 5 years ago if I’d ever thought about sailing, I would have guffawed - it’s not feasible, not practical, and frankly, not possible here in Iowa. (Isn't Iowa a fly-over state?!) So when we tell people we’re learning to sail in Iowa, we sometimes get the side-eye. I’m not saying …