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Southern Wisconsin Lakeshores (Self Drive)

7 to 10+ Nights from $1,994*
* This sample price: priced within the past 7 days for arrival on 7/13/2024, departure from Miami MIA (FL), US. Choose your own departure city and dates.

This 7 night sample itinerary includes:

  • Rental Car for 8 days
  • Pick Up/Drop Off: Milwaukee Airport
  • 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). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Please contact us for any special arrangements such as more than three rooms and partial stays.

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Flexible Itinerary

  • Lake Geneva, WI

  • Lake Michigan Shore South, WI

  • Milwaukee, WI

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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

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*Sample prices on display include ALL taxes & fuel surcharges... read more

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Going To:
Staying For:
Lake Geneva, WI
Lake Michigan Shore South, WI
Milwaukee, WI
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Trip Summary

  • Lake Geneva, WI

    Lake Geneva is one of the most popular vacation destinations in the Midwest, and has been a resort town since the Victorian era. If you walk the Shore Path, you can see some of these Victorian-era houses and buildings, many built by Chicago`s most moneyed families. Many people enjoy boating on the lake, seeing the area`s many green spaces and parks, golfing at a number of popular courses, and enjoying the amenities offered by the area`s many resorts.

    Explore the Big Foot Beach State Park, Lake Geneva Shore Path, Geneva Lake Museum, The Riviera Ballroom, Flat Iron Park, Riviera Beach, Rustic Road 29, Rushwood Park, Samuel Donian Wetland Preserve, and so much more!

  • Lake Michigan Shore South, WI

    The Lake Michigan shoreline south of Milwaukee before the state line with Illinois is home to two major Wisconsin cities: Kenosha and Racine, respectively the fourth and fifth-largest cities in the state. Fun fact, Kenosha is one of the smallest cities in the U.S. to have its own streetcar system. Then there`s Racine, well-known for its public beach, one of the most popular on Lake Michigan, and for historic Wind Point Lighthouse, one of the oldest active lighthouses on the Great Lakes.

    Explore the Wind Point Lighthouse, Racine Art Museum, Civil War Museum, Racine Zoo, Dinosaur Discovery Museum, Kenosha Public Museum, Southport Light Station Museum, Racine North Beach, Racine Heritage Museum, Charles A. Wustrum Museum of Fine Arts, and so much more!

  • Milwaukee, WI

    Milwaukee is the largest city in Wisconsin, making it a regional hub for everything from culture to commerce. Milwaukee is a place where 19th-century historic buildings share the same city blocks as 21st-century urban renewal projects. It is one of the beer capitals of the world, and at one time was home to the world`s four largest breweries. Today Milwaukee is famous for beer as well as its budding culinary scene, popular cultural events, and plentiful boating and water sporting activities due to its location on Lake Michigan.

    Explore the Milwaukee Art Museum, Harley-Davidson Museum, Mitchell Park, Discovery World, Milwaukee Public Museum, Milwaukee County Zoo, Frederick Pabst Mansion, Milwaukee RiverWalk, Grohmann Museum, Cathedral Square Park, Lakeshore State Park, Milwaukee City Hall, Bronze Fonz, Charles Allis Art Museum, and so much more!