Milwaukee to Michigan
Mike -I've done the trip several times. We're actually in Racine, but the distances are comparable and the destinations the same. For a first time across, I'd suggest either South Haven or Saugatuck. Both are nice towns with a fair amount to see in walking distance. You'll want to arrange ahead when possible for slips, as they are popular tourist destinations in the summer. Some of the municipal marinas have some first-come, first-served, slips, but don't expect to get those arriving on a Friday afternoon or Saturday. As far as anchorages go, that has been one of the challenges that I've found. Lower Lake Michigan does not seem blessed with the protected areas to stay on the hook like you might find on the coasts, or other areas in the great lakes.Depending on the destination, we usually allow 12 hours to cross. You don't mention the size/type of boat that you have so this may vary for you. Most of the spots we'd go are about 70 miles or so from Racine. I don't mind pulling into a harbor at night, but given my choice, I'd prefer daylight the first time I arrive some place new. That means we either leave early enough in the morning to arrive before dusk, or we do an overnight sail, arriving in the morning. Took a while to convince my wife to do the first overnight, but I really think she enjoys it now.Obviously, weather can definitely be an issue on Lake Michigan. And we have found more than once that sailing on a schedule can be a challenge, because you can have a clear forecast for your run over and by the time you're ready to head back it has gotten ugly. The nice part is that Lake Michigan seems to go with the old adage, "If you don't like the weather, just wait and it'll change." Most weather fronts seem to move through quickly enough that they are more of an inconvenience than anything. Also, with out knowing your boat, I don't know whether anything more than 1-2' waves is too much, or whether you'd head out in 4-6's. And for those not on the great lakes, those 4-6's tend to not be long rolling swells, but short steep waves that can get interesting.If it's your first time across, do you know anyone else at your marina that might be interested in making the trip? When you are out in the middle, with no sight of land, it can be reassuring seeing another boat and having some one out there with you. If you have any more specific questions, don't hesitate to contact me directly.T J Furstenau