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→Portland
Portland is food carts, bridges, donuts shaped like Voodoo dolls, and a low-key obsession with doing things the hard, hand-made way. The 'Keep Portland Weird' bumper sticker is older than most of the influencers who quote it. Mt. Hood pops into view between buildings on clear mornings, and the bike infrastructure puts most American cities to shame. Coffee here is treated like wine.
full dispatch→02 · the money
Median rent
Median rent
$2,719/mo
$1,781/mo
$938/mo less than Naples (53%)
Median home price
Median home price
$679k
$562k
$116k less than Naples
State income tax
State income tax
0%
8.8%
Gross left after rent
Gross left after rent
$5,614/mo
$5,823/mo
Portland has $209/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
178 days
83 fewer than Naples
Extreme heat days
Extreme heat days
0 days
7 days
days above 95°F per year
Extreme cold days
Extreme cold days
0 days
2 days
days below 20°F per year
Portland has 7 more days above 95°F each year than Naples.
04 · the life
OutdoorScore
OutdoorScore
58 / 100
87 / 100
29.0 pts ahead of Naples
Nonstop flights
Nonstop flights
34 routes
57 routes
23 more direct routes than Naples
Metro size
Metro size
404k metro
2.5M metro
the verdict
3
Naples
categories won
5
Portland
categories won
Portland wins on money and lifestyle. Naples has the edge on weather.
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