We made it from Holland, through Sturgeon Bay and to Egg Harbor in 30 Hours. You have to plan a slow trek through Sturgeon Bay due to the fact that the one bridge only opens on the hour, so unless you plan it just right which is very difficult with a 100 + nautical mile sail you can expect to get delayed there.
Dependant on your comfort and skill levels it can be done with out stopping given the right weather window. My wife and I sail shorthanded, but we have been doing it for a while and are comfortable in the open waters.
Destinations with Facilities, Town, shopping, and Dinning? Egg Harbor, Fish Creek and Sister Bay.
Remote Anchorages? Horse Shoe Island, Nicolette Bay, Detroit Harbor.
All are excellent anchorages that offer excellent protection from wind and waves with good holding.
The view from Horse Shoe Island into Nicolette Bay is worth the trip alone.
The local tradition in Horse Shoe Island is to drop the hook and stern tie to a tree to prevent swinging and allow more boats into the small anchorage.
Also, we loved hanging out at Rock Island State Park. Only access is by ferry or Personal Craft.This is an extremely remote area. The island was at one time the personal property of a wealthy Chicago entrepreneur.
Across the Bay the Marina at Menominee gets excellent reviews but I have never been there.
This year we plan on returning and are going to try and make it as far North as Fayette State Park. Fayette is supposed to be one of the finest natural harbors on Lake Michigan.
I could go on and on about the beauty of Door County. I will tell you that it is the EXCACT opposite of what you find in your home waters. Muskegon and the Michigan Shore are all sand and dunes where as Door County is magnificent Rock Bluffs with lots of shoals and islands everywhere.
If your up to a challenge, the sail through "Death's Door" will give you one.
I am confident that you will not be disappointed in your choice of destinations.
Some photos attached....
Horse Shoe Anchorage looking into Nicolette Bay
Approaching Horse Shoe Island Anchorage
Typical Bluff Scene; North Shore Rock Island
Rock Island State Park; Original Owners Private Boat House
The obligatory Sunset Photo