Hello Todd,
I have fished off Kenosha many times, always with a chartered guide, with absolutely amazing great results.
First, weather is always “the” major decision factor. Early in the season, the weather is always volatile, later in the year more predictable.
We would many times, drive across Wisconsin (from Iowa), meet the guide, then be cancelled because of the weather (fog/ limited visibility, wind, big water/lake conditions etc.).
We were out once when the wind came up and it became pretty scary with immediate and increasing sizeable (big water) “rollers”.
One other time we went out, caught our limit and had to pick our way back to the harbour because of late morning (developing) fog had the harbour locked up. The entry to the Kenosha harbour is small and became even smaller all at once (it would have been impossible without radar).
We became well aquatinted with the charter captain over the years and watched the process of putting out down riggers to various settings, trolling speed, lures etc. which can be overwhelming (different time/s of the day, season, weather etc.,).
We both know that there are many places to launch along Lake Michigan but the same denominator applies, “don’t take chances with the weather”.
Being out in a 34 footer and getting concerned is one thing, can’t imagine experiencing the same weather in a 16 C-Dory.
I suggest, that you, dad, brother and boys, as a group, go out on a charter and witness the process (education always has a price).
Regards,
Ron Fisher