List of vacation packages
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Chicago and Milwaukee Getaway by Train
5 to 7+ nights fromThis packages is recommended for 5 to 7+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
So let's bask in the glow of Illinois and Wisconsin best cities!. An adventurous train ride from Chicago (The wind city will blow you away with its steely skyscrapers, museums and rocking festivals) and Milwaukee (with its acclaimed breweries, the Major League Brewers, and birthplace of the esteemed American motorcycle manufacturer, Harl ...
Chicago and Milwaukee Getaway by Train
5 to 7+ nights from $513 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-13T00:00:00. Choose your own departure city and dates.
This 5 night sample itinerary includes:
- Flight into Chicago and out of Milwaukee
- Hotel for 3 nights in Chicago
- Train from Chicago to Milwaukee
- Hotel for 2 nights in Milwaukee
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Milwaukee and Chicago Getaway by Train
5 to 7+ nights fromThis packages is recommended for 5 to 7+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Let us appreciate the excellence of the top cities in Illinois and Wisconsin!. Embark on an exciting train journey from Milwaukee (with its acclaimed breweries, the Major League Brewers, and birthplace of the esteemed American motorcycle manufacturer, Harley-Davidson) to Chicago (The wind city will blow you away with its steely skyscraper ...
Milwaukee and Chicago Getaway by Train
5 to 7+ nights from $535 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-13T00:00:00. Choose your own departure city and dates.
This 5 night sample itinerary includes:
- Flight into Milwaukee and out of Chicago
- Hotel for 2 nights in Milwaukee
- Train from Milwaukee to Chicago
- Hotel for 3 nights in Chicago
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Explore North Lake Michigan (Green Bay - Mackinac Straits - Traverse City - Holland -Self Drive)
10 to 15+ nights fromThis packages is recommended for 10 to 15+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
A Road Trip along the shores of Lake Michigan discovering beautiful cities in Michigan and Wisconsin. Spend amazing stays in; The Lake Michigan Shore North Area (with its sand dunes, wetlands, bogs, prairie areas and wide camping areas), and Green Bay. After that, drive to Michigan and along The Mackinac Straits (witch divides two of the ...
Explore North Lake Michigan (Green Bay - Mackinac Straits - Traverse City - Holland -Self Drive)
10 to 15+ nights from $858 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-18T00:00:00. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Milwaukee and out of Grand Rapids
- Rental Car for 11 days
- Pick Up: Milwaukee Airport/Drop Off: Grand Rapids Airport
- Hotel for 2 nights in Lake Michigan Shore North
- Hotel for 2 nights in Green Bay
- Hotel for 2 nights in Mackinac Straits
- Hotel for 2 nights in Traverse City
- Hotel for 2 nights in Holland
Driving Time
Milwaukee Airport - Lake Michigan Shore North Area: 30 - 50 mins. approx.
Lake Michigan Shore North Area - Green Bay: 40 mins - 1 hr. 25 mins. approx.
Green Bay - Mackinac Straits: 4 hrs. 20 mins. approx.
Mackinac Straits - Traverse City: 2 hrs. 10 mins. approx.
Traverse City - Holland: 2 hrs. 45 mins. approx.
Holland - Grand Rapids Airport: 45 mins. approx.
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Milwaukee and Door County (Self Drive)
6 to 9+ nights fromThis packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Enjoy The Midwest and Great Lakes region discovering Wisconsin with this Self- Drive Package. With a Rental Car, combine and visit; Milwaukee (best known for its famous breweries and the Major League Brewers, and for the American motorcycle manufacturer, Harley-Davidson, founded there); and then, through the peninsula between Green Bay a ...
Milwaukee and Door County (Self Drive)
6 to 9+ nights from $897 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-11T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into and out of Milwaukee
- Rental Car for 7 days
- Hotel for 2 nights in Milwaukee
- Hotel for 3 nights in Door County
- Hotel for 1 night in Milwaukee
Driving Time
Milwaukee - Door County: 2 hrs. 20 mins. approx.
Door County - Milwaukee: 2 hrs. 25 mins. approx.
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Milwaukee to Minneapolis (Self Drive)
7 to 11+ nights fromThis packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
A Road Trip adventure to the Upper Midwestern, visiting Wisconsin and Minnesota. Start in Milwaukee (with its famous breweries and Harley-Davidson's motorcycle manufacturer); then, drive to the north, and enjoy a nice stay in Door County (The "Cape Cod of the Midwest"). Don't miss the opportunity to make a stop, like many people do, at th ...
Milwaukee to Minneapolis (Self Drive)
7 to 11+ nights from $983 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-11T00:00:00. Choose your own departure city and dates.
This 7 night sample itinerary includes:
- Flight into Milwaukee and out of Minneapolis
- Rental Car for 8 days
- Hotel for 2 nights in Milwaukee
- Hotel for 2 nights in Door County
- Hotel for 1 night in Eau Claire
- Hotel for 2 nights in Minneapolis
Driving Time
Milwaukee - Door County: 2 hrs. 20 mins. approx.
Door County - Eau Claire: 3 hrs. 40 mins. approx.
Eau Claire - Minneapolis: 1 hr. 40 mins. approx.
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Milwaukee and Green Bay (Self Drive)
7 to 11+ nights fromThis packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Have a relaxed holiday in Wisconsin State travelling between cities with a Rental Car. Discover Milwaukee (the largest city in the state of Wisconsin, known for its famous breweries and for the American motorcycle manufacturer, Harley-Davidson), Green Bay and Door County (a picturesque coastal town, with specialty shops and scenic beauty) ...
Milwaukee and Green Bay (Self Drive)
7 to 11+ nights from $1,004 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-11T00:00:00. Choose your own departure city and dates.
This 7 night sample itinerary includes:
- Flight into and out of Milwaukee
- Rental Car for 8 days
- Hotel for 2 nights in Milwaukee
- Hotel for 2 nights in Green Bay
- Hotel for 2 nights in Door County
- Hotel for 1 night in Milwaukee
Driving Time
Milwaukee - Green Bay : 1 hr. 50 mins. approx.
Green Bay - Door County: 1 hr. 30 mins. approx.
Door County - Milwaukee: 3 hrs. 10 mins. approx.
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Minneapolis to Milwaukee (Self Drive)
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Discover Wisconsin and Minnesota with this unique Self-Drive Package. Start in Minneapolis (the most populous city in Minnesota is known for high-rise office buildings and a vibrant nightlife). After that, drive to Eau Claire and Green Bay (a popular day trip is Door County, close to Green Bay). Then Lake Winnebago (Wisconsin's largest in ...
Minneapolis to Milwaukee (Self Drive)
9 to 13+ nights from $1,247 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-12T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Minneapolis and out of Milwaukee
- Rental Car for 10 days
- Hotel for 2 nights in Minneapolis
- Hotel for 1 nights in Eau Claire
- Hotel for 2 nights in Green Bay
- Hotel for 2 nights in Lake Winnebago
- Hotel for 2 nights in Milwaukee
Driving Time
Minneapolis- Eau Claire: 1 hrs. 33 mins. approx.
Eau Claire- Green Bay: 2 hrs. 59 mins. approx.
Green Bay- Lake Winnebago: 36 mins. approx.
Lake Winnebago - Milwaukee: 1 hrs. 8mins. approx.
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Lakes and Parks from Milwaukee to Minneapolis (Milwaukee - Madison - Eau Claire - Self Drive)
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Have a relaxed holiday traveling between Minnesota and Wisconsin State with a Rental-Car. All cities are close to major lakes and waterways; they offer visitors the option to enjoy the outdoors or an easy access to museums and cultural activities. Discover Milwaukee (the largest city in the state of Wisconsin, known for its famous breweri ...
Lakes and Parks from Milwaukee to Minneapolis (Milwaukee - Madison - Eau Claire - Self Drive)
9 to 13+ nights from $1,293 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-19T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Milwaukee and out of Minneapolis-Saint Paul
- Rental Car for 10 days
- Hotel for 3 nights in Milwaukee, WI
- Hotel for 2 nights in Madison, WI
- Hotel for 2 nights in Eau Claire, WI
- Hotel for 2 nights in Minneapolis, MN
Driving Time
Milwaukee, WI– Madison, WI: 1hrs 18 min approx.
Madison, WI- Eau Claire, WI: 1 hr 18 min approx.
Eau Claire, WI- Minneapolis, MN: 1 hrs 18 min approx.
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Lakes and Parks from Minneapolis to Milwaukee (Self Drive)
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Enjoy this Self-Drive package going through Minnesota and Wisconsin, passing by its lush forests, natural landscapes and waterways with pristine waters. Visit Minneapolis (the most populous city in Minnesota, known for high-rise buildings and a vibrant nightlife). The road to your next stop is through The Badger State - Wisconsin spending ...
Lakes and Parks from Minneapolis to Milwaukee (Self Drive)
9 to 13+ nights from $1,370 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-22T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Minneapolis-Saint Paul and out of Milwaukee
- Rental Car for 10 days
- Hotel for 3 nights in Minneapolis
- Hotel for 2 nights in Eau Claire
- Hotel for 2 nights in Wisconsin Dells
- Hotel for 2 nights in Milwaukee
Driving Time
Minneapolis - Eau Claire: 1 hr. 35 mins. approx.
Eau Claire - Wisconsin Dells: 2 hrs. approx.
Wisconsin Dells - Milwaukee: 1 hr. 50 mins. approx.
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Milwaukee and the South Lake Michigan Shore (Self Drive)
6 to 9+ nights fromThis packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Have a relaxed holiday in Wisconsin State travelling between cities with a Rental-Car. Discover the Shore area of Lake Michigan, one of the Great Lakes of North America; and have a pleasant stay in Milwaukee (the largest city in the state of Wisconsin, known for its famous breweries and for the American motorcycle manufacturer, Harley-Dav ...
Milwaukee and the South Lake Michigan Shore (Self Drive)
6 to 9+ nights from $1,502 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-11T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into and out of Milwaukee
- Rental Car for 7 days
- Hotel for 3 nights in Milwaukee, WI
- Hotel for 3 nights in Lake Michigan Shore South, WI
Driving Time
Milwaukee, WI- Lake Michigan Shore South, WI: 3 hrs. 32 mins. approx.
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Milwaukee and the North Lake Michigan Shore (Self Drive)
6 to 9+ nights fromThis packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Have a relaxed holiday in Wisconsin State travelling between cities with a Rental-Car. Discover The Shore area of Lake Michigan, one of the Great Lakes of North America; and have a pleasant stay in the North Lake Michigan Shore (with its sand dunes, wetlands, bogs, and prairie areas offer diverse and wide camping areas as well as outdoor ...
Milwaukee and the North Lake Michigan Shore (Self Drive)
6 to 9+ nights from $1,764 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-24T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into and out of Milwaukee
- Rental Car for 7 days
- Hotel for 3 nights in Milwaukee
- Hotel for 3 nights in Lake Michigan Shore North
Driving Time
Milwaukee - Lake Michigan Shore North Area: 40 mins/ 1 hr. approx.
Lake Michigan Shore South Area - Milwaukee Airport: 1.hr/ 30 mins. approx.
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Lakes and Bays of Wisconsin (Milwaukee - Lake Winnebago - Green Bay - Lake Michigan - Self Drive)
8 to 12+ nights fromThis packages is recommended for 8 to 12+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Wisconsin offer many areas to enjoy crystal water and natural landscapes. With a Rental Car discover its most popular locations; Milwaukee (largest city of Wisconsin, has advertised itself as the "City of Festivals," especially emphasizing an annual summer party along the lakefront called Summerfest); next, Lake Winnebago (Wisconsin's l ...
Lakes and Bays of Wisconsin (Milwaukee - Lake Winnebago - Green Bay - Lake Michigan - Self Drive)
8 to 12+ nights from $1,828 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-20T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into and out of Milwaukee
- Rental Car for 9 days
- Hotel for 2 nights in Milwaukee
- Hotel for 2 nights in Lake Winnebago
- Hotel for 2 nights in Green Bay
- Hotel for 2 nights in Lake Michigan Shore North
Driving Time
Milwaukee - Lake Winnebago: 1 hr. 10 mins. approx.
Lake Winnebago - Green Bay: 1 hr. approx.
Green Bay - Lake Michigan Shore North Area: 1 hr. - 1 hr. 20 mins approx.
Lake Michigan Shore North Area- Milwaukee Airport: 30 - 50 mins. approx.
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Southern Wisconsin Lakeshores (Self Drive)
7 to 11+ nightsThis packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
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 ho ...
Southern Wisconsin Lakeshores (Self Drive)
7 to 11+ nightsThis 7 night sample itinerary 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.