Welcome, there are several locations to rent from. The Harley dealers all rent newer model bikes.
Hals Harley Davidson- New Berlin Wis. Just west of Milwaukee
262-814-8685. rental@halshd.com Baggers start @ 139.00 day, goes down with additional days.
House of Harley- Milwaukee H/D. Milwaukee Wis. Closest to the airport..
414-988-7042. Baggers start @ 140.00 day, 1-2 days
@ 124.00 day, 3-6 days.
Suburban Harley Davidson- Thiensville Wis. Just north of Milwaukee.
262-242-2464. Baggers start @ 129.00 day, 700.00 weekly.
All require a valid license ( not sure about out of country license or if you must have a motorcycle stamp), minimum age 21, credit card with 2000.00 available on it. Dot approved helmet ( even though we are a no helmet required state and probably others.
A good two day or longer trip would be up to Door county and the peninsula , ride along the shore of the Green Bay area and Lake Michigan to the tip and from there take the ferry over to Washington Island.
Have fun and I hope that you are able to make the trip. Home of Harley Davidson, Green Bay Packers and some of the best cheese in the world.