01 · the cities
Naples
Naples brings wealthy retirees to the Gulf coast for genuinely some of the prettiest beaches in Florida, and the sunsets at the pier are a community ritual (everyone gathers, no one talks). The downtown along Fifth Avenue is pastel and breezy. Mercato has the upscale restaurants. The Everglades' western edge starts just south of town. Affluent, sunny, and quieter than the east-coast Florida cities.
full dispatch→Milwaukee
Milwaukee is beer (the Pabst and Miller legacy still hangs in the air), bratwurst (with the proper amount of mustard, please), and a Lake Michigan shoreline that goes on forever. Frozen custard is a regional specialty and a serious one. The Calatrava-designed art museum has wings that literally open and close on Lake Michigan. Friendly here means you'll have a new friend by the second beer.
full dispatch→02 · the money
Median rent
Median rent
$2,719/mo
$1,504/mo
$1,215/mo less than Naples (81%)
Median home price
Median home price
$679k
$394k
$284k less than Naples
State income tax
State income tax
0%
6.3%
Gross left after rent
Gross left after rent
$5,614/mo
$6,307/mo
Milwaukee has $693/mo more gross after rent at $100k
Gross left after rent reflects state income tax but not federal, based on $100k salary. Enter your salary to find your ideal city.
03 · the weather
Pleasant days/yr
Pleasant days/yr
261 days
149 days
112 fewer than Naples
Extreme heat days
Extreme heat days
0 days
0 days
days above 95°F per year
Extreme cold days
Extreme cold days
0 days
62 days
days below 20°F per year
Milwaukee drops below 20°F on 62 more days per year than Naples.
04 · the life
OutdoorScore
OutdoorScore
58 / 100
61 / 100
3.0 pts ahead of Naples
Nonstop flights
Nonstop flights
34 routes
30 routes
4 fewer direct routes than Naples
Metro size
Metro size
404k metro
1.6M metro
the verdict
4
Naples
categories won
4
Milwaukee
categories won
Naples wins on weather, Milwaukee wins on money. Dead even.
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