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Southern Wisconsin Lakeshores Self Drive (Lake Geneva - Lake Michigan Shore - Milwaukee)

7 Nights from $1,059*
* Sample price: priced within the past 7 days for a 6/23/2026 arrival, departing Miami MIA (FL), US. Choose departure city, cabin and dates.

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This 7 night sample itinerary price includes:

  • Flight into and out of Milwaukee
  • Rental Car for 8 days
  • Hotel for 2 nights in Lake Geneva
  • Hotel for 2 nights in Lake Michigan Shore South
  • Hotel for 3 nights in Milwaukee
  • Driving Time
    Milwaukee Airport - Lake Geneva: 55 mins. approx.
    Lake Geneva - Lake Michigan Shore South: 55 mins. approx.
    Lake Michigan Shore South - Milwaukee: 50 mins. approx.

Popular southern Wisconsin offers fishing, walking and jogging paths, and hiking trails that wind throughout the parks and outdoor areas on Lake Michigan. Explore the surrounding areas with a Rental Car and visit; Lake Geneva (known as the -Newport of the West-, a popular year-round resort for wealthy Chicago residents who built summer homes and estates on the lake and in the wooded hills),Lake Michigan Shore South (with a visit to village towns like: Kenosha, Racine, or Mt. Pleasant); and Milwaukee (best known for its famous breweries and for being home to American motorcycle manufacturer Harley-Davidson).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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