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→Santa Rosa
Santa Rosa is the gateway to Sonoma wine country, less polished than Napa but more lived-in. Charles Schulz lived here and the Snoopy museum is a delight. The Russian River redwoods are 30 minutes west. The city itself has rebuilt impressively after the 2017 fires, with a downtown that mixes wineries, breweries, and farm-to-table restaurants. Cooler than San Francisco in summer.
full dispatch→02 · the money
Median rent
Median rent
$2,719/mo
$2,597/mo
$122/mo less than Naples (5%)
Median home price
Median home price
$679k
$817k
$139k more than Naples
State income tax
State income tax
0%
9.3%
Gross left after rent
Gross left after rent
$5,614/mo
$4,961/mo
Naples has $653/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
254 days
7 fewer than Naples
Extreme heat days
Extreme heat days
0 days
28 days
days above 95°F per year
Extreme cold days
Extreme cold days
0 days
0 days
days below 20°F per year
Santa Rosa has 28 more days above 95°F each year than Naples.
04 · the life
OutdoorScore
OutdoorScore
58 / 100
69 / 100
11.0 pts ahead of Naples
Nonstop flights
Nonstop flights
34 routes
4 routes
30 fewer direct routes than Naples
Metro size
Metro size
404k metro
482k metro
the verdict
6
Naples
categories won
2
Santa Rosa
categories won
Naples leads on money and weather and wins overall.
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